road trip from boston to stowe vt

Sunset Chasing Blonde

The 10 Best Stops on a Boston to Stowe, VT Road Trip (Routes & Activities)

If you’re looking for a guide on how to take a road trip from Boston to Stowe, VT – you’ve come to the right place! 🚗

This guide will show you the best routes and all of the best stops along the way, giving you plenty of time to explore and enjoy this beautiful route to Stowe, or the “Ski Capital of the East.”

As someone who lived in Boston for years, I was always amazed at how many great places there were to road trip to nearby and also how beautiful the road trips were!

And Vermont always surprised me. It had some of the most beautiful winding roads and mountain views (and plenty of hidden gems along the way).

So here’s everything you need to know about taking a Boston to Stowe, VT road trip. Get ready to discover the heart and soul of New England, one mile at a time.

Need a rental car? Check rates & availability here !

How far is Stowe from Boston?

How far do you have to drive to get to Stowe from Boston? For the most direct and shortest route it’ll be about 3 hours of travel time and roughly 200 miles. And while that might be a bit much for a day trip (trust me, I’ve done it 😅) it makes for a great weekend trip.

Boston to Stowe, VT Best Routes to Take

Depending on what you’re looking for, there are (in good New England fashion) several routes you can take to get to Stowe. If you’re short on time, stick with Route 1 which will be the fastest and most direct.

The other route is great for even more scenic views or just the novelty of driving a well-known highway. You can even drive one way there and use the other route on the way back from Stowe to Boston.

🚗 Route 1: Boston to Stowe, VT  – 93 N to 89 (~3.5 hours)

If you’re like me, and you’re generally just after the fastest route to get there – this is the winner. And you’re not sacrificing too much along the way since you’ll still have lots of scenic views and fun stops along the way.

The specific roads you’ll want to take here are 93N to 89. From 89 you stay on the same road till you get to the turn off for Stowe.

1. Quechee, VT

Time off the road: 6-8 minutes

This is a great small town that is pretty well known in Vermont. I actually stumbled on this place accidentally though when I was making my drive up from Boston to Woodstock. What can I say? I like covered bridges, and this town delivered.

Things to do in Quechee, VT on your Road Trip:

• Visit Simon Pierce – Flagship store & restaurant with an incredible patio view of the River. You can visit the glassblowing store to grab some goodies or you can even take a workshop!
• The Skinny Pancake Quechee – great local spot for savory crepes, paninis and more!
• Quechee Covered Bridge – see the above picture for the Mill Pond Falls view that you’ll take in from the beautiful (very Vermont-y) covered bridge, right next to Simon Pearce.
• Quechee Gorge & Bridge – Often referred to as the “Grand Canyon of Vermont,” this is a deep but narrow gorge carved by the river. Enjoy scenic views from the bridge or you can hike along the trails for a closer look.

2. Woodstock, VT

Time off the road: 17 minutes

Located close by to Quechee, you can easily drive there after exploring Quechee. I love Woodstock, it’s probably one of my favorites. Basically, it’s everything you think of when you imagine a small Vermont town and more.

With plenty of stunning countryside to explore as well as an enchanting downtown, there’s plenty to do and see. And, if you’re into covered bridges like I am, this is a great place for it. Just walk through the town and see the stunning architecture, and you’ll know what I mean.

Things to do in Woodstock, VT on your Road Trip:

• Sugarbush Farm – Adorable family farm with plenty of great cheeses & maple syrups as well as farm animals and self tours
• Woodstock Village – Postcard perfect New England downtown with its beautiful tree-lined streets, historic buildings, and a charming village green. Explore the quaint shops, art galleries, and boutique stores offering local crafts, antiques, and specialty items.
• Billings Farm and Museum: A working dairy farm and museum that offers an immersive experience of Vermont’s rural heritage. Explore the farm exhibits, interact with the farm animals, or even take a wagon ride!
• Taftsville Covered Bridge – The most beautiful bright red covered bridge!
• Middle Covered Bridge – Located in downtown Woodstock, this adorable bridge is one of the most photographed in the area (see above picture)
• Mon Vert Cafe – Great little cafe with breakfast sandwiches, coffee, lunch, and plenty of baked goods!

3. Sleepy Hollow Farm – Pomfret, VT

Time off the road: 21 minutes

Located near Woodstock and Quechee, this famous spot is a family farm that has had different owners over the years. It quickly became a popular photo spot for those traveling through Vermont in the fall .

I was one of those people who attempted to drive from Boston to find this farm, but honestly, it was such an unmarked spot that I wasn’t able to find it! I did find nearby Sugarbush, (which is a great place to stop) but it wasn’t this!

So for anyone searching for this spot – I’ve got you covered with the actual address rather than just telling you Sleepy Hollow Farm . Because I promise you (I tried) that it won’t show up in Google Maps to find once you’re there. So write down the address if this is on your list.

Also, please be respectful and admire from a distance as this is a private residence.

Address: 3207 Cloudland Rd Woodstock, VT

4. Montpelier, VT

Time off the road: 4 minutes

Montpelier has an undeniable charm, and is a great stop along your Boston to Stowe, VT road trip. This capital city is known for its idyllic small-town vibes and picturesque streets that feel straight out of a storybook.

Oh, and let’s not forget about its mouthwatering farm-to-table food and the iconic Vermont State House that stands tall as a symbol of the city’s heritage. Montpelier may be small, but its reputation for charm and character is rather large.

Things to do in Montpelier, VT on your Road Trip:

• Coburn Covered Bridge – Snap a picture at this beautiful covered bridge
• Vermont State House – An incredible Greek Revival style building and the seat of Vermont’s government. Take a guided tour to learn about the state’s history, admire the beautiful architecture, and explore the legislative chambers.
• Hubbard Park – This expansive park features hiking trails, picnic areas, and a stone observation tower offering panoramic views of the city and the surrounding Green Mountains.
• Montpelier Farmers Market – If you’re visiting on a Saturday, check out the Farmers Market. Located in the heart of downtown, the market offers a vibrant selection of local produce, crafts, baked goods, and more.

5. Waterbury, VT

Time off the road: 3 minutes

Waterbury has made a name for itself as a culinary hot spot, drawing food enthusiasts from far and wide. It’s known for iconic attractions like the Ben & Jerry’s Ice Cream Factory, where sweet-toothed visitors can experience the magic behind their legendary creations.

But there’s more to this town than just Ben & Jerry’s! The town also boasts a thriving craft beer scene, with local breweries crafting unique and flavorful brews for beer aficionados. Plus, there’s a strong commitment to farm-to-table cuisine.

Things to do in Waterbury, VT on your Road Trip:

• Ben & Jerry’s Ice Cream Factory – Take a guided tour of the factory and try lots of delicious samples along the way (and even see the flavor graveyard!)
• Alchemist Brewery – Local brewery with scenic views that serves up hoppy goodness. They do only have tastings here, so you can’t buy pints (just a warning).
• Prohibition Pig – Mouthwatering BBQ with lots of smoky meats and incredible cocktails.
• Cold Hollow Cider Mill – Family-owned business famous for its fresh apple cider and homemade apple cider donuts. Watch the cider-making process, sample the freshly pressed cider, and browse their selection of Vermont products.
• Waterbury Center State Park – Located just south of the town, this park offers a great spot for picnics, swimming, fishing, and canoeing on the Waterbury Reservoir. The hiking trails are great for scenic views.

🚗 Route 2: Boston to Stowe, VT – Route 100 ( ~4-7 hours ) 

So you can either take Route 100 from closer to the border of Massachusetts and Vermont, or you can take Route 1 above and when you’re around Bethel, VT take 9W to get to this beautiful scenic route.

Personally, unless I had a long time to savor and drive this route, I would suggest taking the 89 route to Route 100 if you want to see a little bit of the road but maybe not the entire thing.

6. Killington, VT

Time off the road: 3-4 minutes

Killington is an absolute gem that deserves a spot on your itinerary, and it’s probably one of the more well known cities in Vermont!

If you do end up taking Route 100 from the beginning, Killington is a quick stop that’s less than 5 minutes off the highway. If you’re just getting on Route 100 coming from 9W off of 89 it’s about a 20 minute backtrack. I do think it’s worth backtracking!

Killington is widely known for its epic ski slopes and world-class winter sports. However, it’s also a haven for outdoor enthusiasts, offering breathtaking hiking trails, mountain biking adventures, and stunning views of the Green Mountains. And don’t forget the vibrant après-ski scene, with cozy lodges, lively bars, and top-notch dining options.

Things to do in Killington, VT on your Road Trip:

• Killington Resort – World-class ski (and snowboard) resort with diverse terrain and extensive trails. Also offers snowshoeing, snowmobiling, and other winter activities. In the summer, you can enjoy mountain biking, hiking, golfing, and scenic chairlift rides.
• Killington Adventure Center – Located at Killington Resort, this center has anything from its mountain coaster, zip line, ropes course, and scenic gondola rides.
• Thundering Falls Trail – Hiking adventure to Thundering Falls, Vermont’s sixth tallest waterfall. The trail offers a moderate hike through wooded areas and leads to a breathtaking view of the waterfall.
• Mary Lou’s Killington – Incredible pizza spot that often has live music.
• The Lookout Tavern – Cool sports bar with good food and great views – burgers, beers, and more!

7. Weston, VT

Time off the road: ~1 minute

Prepare to be charmed by the town of Weston, nestled along your journey from Boston to Stowe, VT. This hidden gem is the perfect stop for those seeking a taste of authentic New England beauty.

Known for its Main Street, Weston will whisk you away to a simpler, more picturesque era. While time may be short, make sure to explore the historic buildings, boutique shops, and local treasures that give this town its distinct character.

Things to do in Weston, VT on your Road Trip:

• The Vermont Country Store – Explore this nostalgic general store, the oldest of its kind. Founded in 1949, this wonderland of Vermont-made goodies has something for everyone, from maple syrup and tablecloths to classic snacks, home ware, and cosmetics!
• Weston Village Store – Pop in for unique gifts from Vermont, homemade fudge, local cheese, or some of Vermont’s famous maple syrup.
• Weston Priory: Random but a cool experience nonetheless. Located just outside of Weston, the Weston Priory is a Benedictine monastery. Visitors are welcome to attend services and enjoy the lovely surroundings.
• The Hub at Weston – if you happen to be in the area after 5, you’ll want to stop here for a solid dinner. If you’re there on the weekend, they also have an incredible brunch!
• The Inn at Weston – A cute, casual spot to eat – this is part of the Inn, but it’s the cutest atmosphere and has great food.

8. Moss Glen Falls – Granville VT

This road trip stop will only take a couple minutes or so off the road (plus the hike time) but it’s well worth it if you’re into beautiful waterfalls!

Moss Glen Falls is a magnificent 85-foot waterfall with moss-covered rocks that makes it quite the picturesque scene. Plus, it’s the tallest waterfall in Vermont!

Enjoy the view and snap some pictures with a leisurely hike through the woods. The boardwalk part of this hike is an amazing experience – it’s flat and has a great view. Honestly, if you’re tired of sitting in the car for hours (and need some fresh air) this is the perfect outdoor spot.

Other Places to Stop Nearby (Off the Path)

There are a couple of other places you might be interested in exploring if you have the time. They’re a tad off the path though, so I figured I’d add them here at the end as extras.

Totally not necessary but if you’ve got your eye on any of these, it might be worth the extra driving time or day of travel.

9. Burlington, VT

Time off the road: ~30 minutes

No road trip from Boston to Stowe, Vermont is complete without a pit stop in Burlington. This vibrant city, located on the shores of Lake Champlain, offers a blend of natural beauty and a bustling downtown scene.

Take a stroll along the lively Church Street Marketplace, filled with charming shops, outdoor cafés, and street performers. Explore the breathtaking views of Lake Champlain and the Adirondack Mountains from the Waterfront Park.

And if you have some extra time, don’t miss the opportunity to visit the renowned Shelburne Museum or indulge in a farm-to-table culinary experience.

Things to do in Burlington, VT on your Road Trip :

• Church Street Marketplace – Explore the iconic Church Street Marketplace , a pedestrian-only street in the heart of downtown Burlington. This bustling outdoor mall is lined with local shops, boutiques, restaurants, cafes, and street performers.
• Waterfront Park – Take a stroll along Burlington’s scenic Waterfront Park, located right on the shores of Lake Champlain. Enjoy breathtaking views of the lake, relax on the grassy lawn, or take a bike ride along the waterfront bike path. In the summer, the park hosts various events and festivals, including concerts and food festivals.
• Hen of the Wood- Hen of the Wood is a highly acclaimed farm-to-table restaurant. They specialize in showcasing the best of Vermont’s seasonal ingredients in their creative dishes. The menu changes frequently to reflect the freshest produce, meats, and seafood available.

10. Lake Winnipesaukee

Time off the road: ~1 hour 15 minutes (from 89)

Okay, fine, this isn’t really a road trip stop per-say, but it’s an awesome lake in New Hampshire, so I needed to add it to this list somehow.

This is the crown jewel of the Lakes Region in New Hampshire, and a potential extra stop on your road trip from Boston to Stowe.

This massive lake is a paradise for water lovers, offering endless opportunities for boating, fishing, swimming, and other water sports. With over 200 miles of shoreline and numerous islands to explore, it’s a popular place to visit.

The surrounding towns provide the cutest lakefront communities, lively summer events, and a vibrant atmosphere that will most likely make you want to stay just a little longer.

Things to do in Lake Winnipesaukee on your Road Trip :

• Water Activities – Lake Winnipesaukee is perfect for boating, fishing, swimming, and kayaking. You can rent boats, sailboats, canoes, or kayaks. Enjoy a day on the water, explore the lake’s islands and coves, or simply relax on the sandy beaches.
• Scenic Cruises – Take a scenic cruise on the lake to enjoy panoramic views and learn about the area’s history. Several companies offer cruises, including dinner cruises, sightseeing tours, and even themed cruises.
• Castle in the Clouds – Located in nearby Moultonborough, Castle in the Clouds is a historic mansion and estate that offers breathtaking views of Lake Winnipesaukee. Take a tour of the mansion, stroll through the beautiful gardens, and enjoy scenic hikes on the property’s trails.
• Weirs Beach – A popular destination on the southern shore of the lake. It has a boardwalk lined with shops, arcades, and restaurants. The beach offers swimming areas, water slides, and boat rentals.

Where to Stay in Stowe

Arriving in Stowe, you’ll find yourself in the most charming Vermont town that effortlessly blends outdoor adventure with lots of relaxation.

Here are a few hotel recommendations I think you’ll love:

• The Lodge at Spruce Peak – This luxurious resort combines rustic elegance with modern amenities. Enjoy spacious rooms, a world-class spa, and convenient access to the slopes for skiing and snowboarding enthusiasts.
• Topnotch Resort – Set amidst 120 acres of picturesque landscape, this upscale resort offers a blend of modern sophistication and Vermont charm. With a renowned spa, indoor and outdoor pools, tennis courts, and a variety of dining options, it caters to both relaxation and adventure seekers.

Driving from Boston to Stowe, VT: FAQs

Still have some lingering questions about your road trip from Boston to Stowe, VT? Here are some answers you might be interested in.

Route 100 is definitely known as the most scenic route in Vermont, so if you have a chance to take this route, do it! However, 89 in the fall is still pretty scenic!

It depends on how much you want to see along the way. If you want to explore more of these different towns, I’d suggest a weekend or long weekend. Otherwise, you can definitely do this trip in a full day (and the return trip).

Once you’re in Vermont the view starts to become pretty scenic! It’s one of the best ways to see the fall foliage , in my opinion. From Boston there are a bit more road changes, but once you’re on 89 or Route 100 there aren’t many. Traffic gets crazy on weekends and during the fall or winter seasons!

I would recommend either of the above routes. Depends on what you want to see along the way but both of these routes will work.

Final Thoughts: Boston to Stowe, VT Road Trip

Taking a road trip from Boston to Stowe, VT is an amazing experience. Not only does it offer breathtaking views of the fall foliage, but you also get to explore some of New England’s most picturesque towns and villages along the way.

Whether you take Route 89 or Route 100, this road trip will give you plenty of scenic stops as well as unique attractions that just can’t be found anywhere else in the country.

So grab your friends or family and hit the open road – it’s time for a scenic adventure through beautiful New England.

30 something female traveler obsessed with creating travel guides and travel destination posts for both herself and for others. She's traveled to 8 countries (so far) and lived in 8 US States!

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33 Best Stops Between Boston and Stowe

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How long is the drive from Boston to Stowe?

The direct drive from Boston to Stowe is 199 mi (320 km) , and should have a drive time of 3 hrs 16 mins in normal traffic.

If you’re going on a road trip from Boston to Stowe, we did the research for you and compiled some great stops along the way — with Concord , Woodstock , and Manchester , as well as top places to visit like Crane Beach and Russell Orchards, or the ever-popular Essex River Cruises & Charters.

Top cities between Boston and Stowe

Best stops along Boston to Stowe drive

Essex river cruises & charters.

Crane Beach

Russell Orchards

Castle hill on the crane estate, kings dining & entertainment, imax 3d theater, decordova sculpture park and museum, walden pond state reservation, louisa may alcott's orchard house, concord museum, eastman's docks • fishing fleet, hampton beach state park, cider hill farm, smuttynose brewing co. - tasting bar & retail, boott cotton mills museum.

Lowell National Historical Park

Fruitlands museum, the butterfly place, canobie lake park, america's stonehenge, north salem village, o’neil cinemas, mine falls park, marc jacobs - merrimack premium outlets, massabesic lake, the palace theatre, currier museum of art, livingston park.

Attractions

Top searches in Stowe

Other popular road trips from boston, explore nearby places.

• Waterbury Center
• Morrisville
• the Bolton Valley
• Underhill Center
• East Calais
• Jeffersonville

All related maps of Stowe

• Map of Stowe
• Map of Waterbury Center
• Map of Morrisville
• Map of the Bolton Valley
• Map of Worcester
• Map of Waterbury
• Map of Elmore
• Map of Hyde Park
• Map of Duxbury
• Map of Underhill Center
• Map of Johnson
• Map of Middlesex
• Map of Wolcott
• Map of Adamant
• Map of Underhill
• Map of Woodbury
• Map of East Calais
• Map of Jeffersonville
• Map of Montpelier
• Map of Moretown
• Map of Cambridge
• Map of Jericho
• Map of Richmond
• Map of Hardwick
• Map of Huntington
• Map of Plainfield
• Map of Eden
• Map of Marshfield
• Map of Berlin
• Map of Cabot
• Map of Eden Mills

Stowe throughout the year

• Stowe in January
• Stowe in February
• Stowe in March
• Stowe in April
• Stowe in May
• Stowe in June
• Stowe in July
• Stowe in August
• Stowe in September
• Stowe in October
• Stowe in November
• Stowe in December

Looking for day-by-day itineraries in Stowe?

Get inspired for your trip to Stowe with our curated itineraries that are jam-packed with popular attractions everyday! Check them out here:

• 1-Day Stowe Itinerary
• 2-Day Stowe Itinerary
• 3-Day Stowe Itinerary
• 4-Day Stowe Itinerary
• 5-Day Stowe Itinerary

Frequently Asked Questions

Can i drive from boston to stowe.

Yes! You can drive from Boston to Stowe.

How far is Stowe from Boston by car?

The drive from Boston to Stowe is 199 miles (320 km).

How long does it take to drive from Boston to Stowe?

Driving from Boston to Stowe should take you 3 hrs 16 mins in normal traffic.

How much would gas cost from Boston to Stowe?

Gas from Boston to Stowe would cost around $17 to $41 , depending on your vehicle's fuel efficiency.

Where should I stop on the way from Boston to Stowe?

You could check out Crane Beach and Russell Orchards, or the always popular Essex River Cruises & Charters!

What are the best cities to visit between Boston and Stowe?

People love visiting Concord, Woodstock, and Manchester, among others.

What's the weather like in Boston?

It depends on when you visit! We've compiled data from NASA for each month of the year: see the links below for more information.

• Weather in Boston in January
• Weather in Boston in February
• Weather in Boston in March
• Weather in Boston in April
• Weather in Boston in May
• Weather in Boston in June
• Weather in Boston in July
• Weather in Boston in August
• Weather in Boston in September
• Weather in Boston in October
• Weather in Boston in November
• Weather in Boston in December

What are some other road trips from Boston?

There are plenty! Below you'll find links to all the road trips we've assembled for Boston.

• Boston to New York City drive
• Boston to Washington DC drive
• Boston to Montreal drive
• Boston to Orlando drive
• Boston to Philadelphia drive
• Boston to Toronto drive
• Boston to Chicago drive
• Boston to Niagara Falls drive
• Boston to Newport drive
• Boston to Baltimore drive
• Boston to Quebec City drive
• Boston to New Orleans drive
• Boston to Portland drive
• Boston to Ogunquit drive
• Boston to Nashville drive
• Boston to Conway drive
• Boston to Ottawa drive
• Boston to Gatlinburg drive
• Boston to Atlanta drive
• Boston to Mystic drive
• Boston to Williamsburg drive
• Boston to Pittsburgh drive
• Boston to Savannah drive
• Boston to Cleveland drive
• Boston to Provincetown drive
• Boston to Atlantic City drive
• Boston to Charleston drive
• Boston to St. Augustine drive
• Boston to Gettysburg drive
• Boston to Miami Beach drive

• Itinerary + map in one view
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• See time and distance between all your places

10 Must-Visit Stops For Your Boston To Vermont Fall Road Trip Adventure

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• Fall road trips in New England offer picturesque views and abundant festivities. Explore historic towns and beautiful landscapes on the Boston to Stowe route.
• Each stop along the way, such as Concord, Lowell, and Manchester, has unique attractions and accommodations for road trippers to enjoy.
• In Stowe, the grand finale of the trip, visitors can explore the village, visit the Vermont Ski and Snowboard Museum, and indulge in delicious local cuisine.

Fall is undoubtedly one of the most picturesque times of year for the New England region in the US. Fall colors frame every route, and festivities abound in nearly every town. Fall is also one of the best times of year to take a New England road trip.

One of the best road trip routes in New England runs from Boston, Massachusetts, to Stowe, Vermont, which explores historic New England towns and the beautiful Vermont countryside. This road trip route is ideal for those interested in a road trip that is all about the journey rather than the destination .

There are plenty of ways to get from Boston to Stowe, from the direct I-89 to the meandering Route 100. Below are just 10 of the best stops along these routes from Boston to Vermont for roadtrippers looking for their Fall adventure.

Just as important as planning the perfect itinerary for a road trip from Boston to Vermont is finding the perfect place to stay for those overnight stops. Each must-see location is accompanied by a highly-rated accommodation, selected based on its guest reviews and proximity to major attractions in the city.

Related: 10 Incredible Things To Do In New England During The Fall

10 Concord, Massachusetts

In true road trip fashion, the first stop between Boston, Massachusetts, and Stowe, Vermont, is just a short drive from the starting point. Despite being a mere half an hour outside of Boston, the historic town of Concord, Massachusetts, has plenty of things to do that make it well worth the detour.

For those making this New England road trip in the fall, a walk around Walden Pond in Walden Pond State Reservation is a must. The already picturesque water, the inspiration for Henry David Thoreau’s “Walden,” is even more stunning as the vibrant fall colors reflect on the pond.

Concord is also a great road trip stop for outings when the weather is less than ideal. Indoor activities like the Concord Museum ensure there is always something to see in this Massachusetts town.

• Reasons to Stop in Concord, Massachusetts: Walden Pond State Reservation, Minute Man National Historical Park , Concord Museum , Thoreau’s Path, Apple Picking, Ralph Waldo Emerson House
• Accommodation: Residence Inn by Marriott Boston Concord
• Address: 320 Baker Avenue, Concord, MA 01742
• Amenities: Indoor pool, Bar/Lounge, Free Wi-Fi, Free parking, Business center

9 Lowell, Massachusetts

Like Concord, Lowell, Massachusetts, is rich in history which makes it a worthy addition to any New England road trip itinerary. Lowell’s history is primarily industrial, and the historic mills and numerous museums have taken great efforts to preserve that history.

Road trippers can tour several of the historic mills in Lowell or enjoy the interactive exhibits at Lowell National Historical Park to learn more about the town’s industrial past. Tours of the Lowell Canal System are also available for those looking to cruise through the town as they learn about its past.

Those needing some outdoor time can enjoy a walk or bike ride through either Lowell-Dracut-Tyngsboro State Forest or the Bruce Freeman Rail Trail, both excellent opportunities to enjoy the Massachusetts fall foliage.

• Reasons to Stop in Lowell, Massachusetts: Lowell-Dracut-Tyngsboro State Forest, Bruce Freeman Rail Trail, Canal Tours , Lowell National Historical Park , Whistler House Museum of Art , New England Quilt Museum , Brush Art Gallery and Studios , Boott Cotton Mills Museum Mill Tours
• Accommodation: Holiday Inn Express Chelmsford
• Address: 8 Independence Drive, Chelmsford, MA 01824
• Amenities: Indoor pool, Fitness center, Free Wi-Fi, Free parking, Business center

8 Manchester, New Hampshire

Manchester, New Hampshire, is a must for road trip travelers looking to embrace the fall season. Outdoor spaces like Stark Park, Massabesic Lake, and Livingston Park are perfect for a casual walk through the hues of red, orange, and yellow.

Other Fall festivities, like Apple Picking or tasting seasonal offerings at the local meaderies and cideries, are perfect ways to spend an afternoon on the way from Boston to Stowe.

• Reasons to Stop in Manchester, New Hampshire: Stark Park, Massabesic Lake, Livingston Park, Currier Museum of Art , Apple Picking, Bear Brook State Park, Pawtuckaway State Park
• Accommodation: Tru by Hilton Manchester Downtown
• Address: 135 Spring Street, Manchester, NH 03101
• Amenities: Fitness center, Free Wi-Fi, Business center

7 Ludlow, Vermont

A popular ski resort town, Ludlow is an excellent first stop in Vermont on a road trip from Boston to Stowe. Since fall is outside of peak season, it is the perfect time to enjoy the quiet side of this scenic town. Attractions like the Okemo Mountain Resort and Ludlow Village are scenic areas to explore and shop in even before the snow hits the ground.

Other picturesque outdoor areas in Ludlow include the Healdville Trail, Echo Lake, and Buttermilk Falls, giving plenty of opportunity to rest cramped legs and enjoy the fall foliage of New England.

• Reasons to Stop in Ludlow, Vermont: Healdville Trail, Echo Lake, Buttermilk Falls, Okemo Mountain Resort , Ludlow Village, Ludlow Farmers' Market, Fletcher Farm School for the Arts and Crafts , Green Mountain Sugar House
• Accommodation: Solitude Village at Okemo
• Address: 77 Okemo Ridge Rd, Ludlow, VT 05149
• Amenities: Outdoor pool, Indoor pool, Free Wi-Fi, Sauna, Skiing

Related: Feeling Fall: 10 Most Idyllic Spots In Vermont To Visit When The Leaves Change

6 Killington, Vermont

Road trips may be a relaxing way to enjoy the countryside, but that doesn't mean there can't be some truly high-adrenaline fun.

Killington, Vermont, is another great road trip stop between Boston and Stowe, with all the fall color visitors can expect from Vermont. It is also home to the Killington Adventure Center at the Killington Resort, where travelers can do everything from enjoy free hiking trails to catch a high speed ride down the resort zipline and mountain coaster.

For those looking for a more relaxing afternoon in Killington, local stops like the Vermont Farmstead Cheese Company offers cheese tastings daily.

• Reasons to Stop in Killington, Vermont: Killington Adventure Center , Long Trail Brewing Company , Rutland Beer Works , Appalachian Trail
• Accommodation: Greenbrier Inn
• Address: 2057 Route 4, Killington, VT 05751
• Amenities: Outdoor pool, Free Wi-Fi, Free parking, Free toiletries

5 Waitsfield, Vermont

Fall is a great time to get outdoors in New England, and a road trip from Boston to Vermont is a great way to enjoy the best views, like Waitsfield, Vermont.

Waitsfield is one of the best places to enjoy the Fall foliage in Vermont , with numerous outdoor spaces to explore. The scenic chair lifts at Mad River Glen, taking guests right up the mountain to sprawling landscapes of the state.

For a more on-the-ground approach to the colors of Waitsfield, the Appalachian Gap, Warren Falls, and Camel's Hump State Park all provide plenty of hiking and biking trails for locals and road trippers to explore.

• Reasons to Stop in Waitsfield, Vermont: Mad River Glen chair lifts , Appalachian Gap, Warren Falls, Camel's Hump State Park, Sugarbush Resort
• Accommodation: White Horse Lodge
• Address: 999 German Flats Road, Waitsfield, VT 05673
• Amenities: Bar/Lounge, Free Wi-Fi, Free parking, Game room

4 Waterbury, Vermont

Treats are another staple of the road trip experience, so it's no surprise that the location of the Ben & Jerry's Ice Cream Factory is a must on the road trip from Boston through Vermont.

Situated in Waterbury, Vermont, visitors can tour the Ben & Jerry's Ice Cream Factory , grabbing samples of the delicious flavors along the way.

Waterbury is also home to a variety of other exploration-worthy attractions, including the Green Mountain Coffee Roasters Visitor Center, the Cold Hollow Cider Mill, and local breweries like The Alchemist and Prohibition Pig.

Meanwhile, those looking for outdoor experience can enjoy some time on and around the water at the Waterbury Reservoir, ensuring that every kind of traveler can find something to enjoy.

• Reasons to Stop in Waterbury, Vermont: Cold Hollow Cider Mill , Green Mountain Coffee Roasters Visitor Center, The Alchemist , Prohibition Pig , Ben & Jerry's Ice Cream Factory , Waterbury Reservoir, Waterbury Historical Society Museum
• Accommodation: Courtyard by Marriott Waterbury Downtown
• Address: 63 Grand Street, Waterbury, CT 06702
• Amenities: Fitness center, Bar/Lounge, Free Wi-Fi, Shuttle service (free)

3 Montpelier, Vermont

As the road trip creeps towards its final destination of Stowe, there are still plenty of places to explore on this New England road trip. Montpelier, the smallest state capital in the US , is one of the best places to stop in Vermont, with all the amenities and experiences that one expects from a capital city.

Montpelier offers a wide variety of things to do and is a great stop for road trippers, particularly who want to include a variety of Museum stops in their itinerary. The Vermont History Museum and T.W. Wood Gallery and Arts Center both explore the beauty of Vermont, with one offering an in-depth look at the past and the other displaying the talent of the present.

Of course, leaf-peeping travelers will still have plenty to do in Montpelier. The city and its surrounding area are full of hiking and biking trails, and designated areas like the North Branch Nature Center, Hubbard Park, and Mill Pond Recreation Area provide even more ways to enjoy fall in the heart of Vermont.

• Reasons to Stop in Montpelier, Vermont: Vermont History Museum , T.W. Wood Gallery and Arts Center , North Branch Nature Center , Hubbard Park, Mill Pond Recreation Area, Explore State Street, Bragg Farm Sugarhouse , Slaughterhouse Covered Bridge
• Accommodation: Comfort Inn and Suites Montpelier-Berlin
• Address: 213 Paine Turnpike North, Montpelier, VT 05602
• Amenities: Fitness center, Restaurant, Free Wi-Fi, Free parking, Business center

Related: Explore The 10 Most Scenic Fall Hikes In Vermont Before Autumn Is Over

2 Hyde Park, Vermont

Interestingly, the last stop on the way to Stowe, Vermont, from Boston, Massachusetts, is actually further north than the final destination. However, considering Hyde Park is a culmination of the best things about a New England road trip, with an abundance of outdoor opportunities, fall festivities, and, of course, plenty of color.

Elmore State Park and the Lamoille Valley Rail Trail both offer great vantage points for those hoping to immerse themselves in the fall foliage. Many guests, however, simply choose to set up a picnic or take a walk around the local park, since the entirety of Hyde Park is so colorful.

Cultural attractions also abound in Hyde Park, with various cultural and seasonal events happening year-round, particularly during the Fall.

• Reasons to Stop in Hyde Park, Vermont: Elmore State Park, Lamoille Valley Rail Trail, Isham Family Farm , Lost Nation Brewing , Sterling Pond Trail, Picnicking
• Accommodation: Governor's House in Hyde Park
• Address: 100 Main Street, Hyde Park, VT 05655
• Amenities: Free Wi-Fi, Hiking

Related: Leaf Peeping: 10 Least-Crowded State Parks In Vermont To See Fall Foliage

1 Stowe, Vermont

The Grand finale of the Boston to Vermont Road trip, Stowe, Vermont, arguably one of the best places to live in Vermont , is the perfect place to explore at the end of this multi-day excursion through the countryside and mountains.

A true ski town, Stowe, Vermont, has a rich European history with plenty to do , making it a joy to explore all year round. Travelers will love exploring Stowe Village, full of shops, restaurants, and even the Vermont Ski and Snowboard Museum. The Trapp Family Lodge, established by the Von Trapps (from The Sound of Music ), is another exceptional outdoor space to enjoy, with plenty of hiking trails to wander along.

Delicious food options are also abundant in Stowe. The Trapp Family Lodge has a variety of Austrian-inspired cuisine and other local offerings, like Vermont cheese tastings and Stowe Cider craft Cider tastings have something for every palate.

• Reasons to Stop in Stowe, Vermont: Stowe Village, Vermont Ski and Snowboard Museum , The Trapp Family Lodge , Local Cuisine, Stowe Cider , Hiking Trails
• Accommodation: Trapp Family Lodge
• Amenities: Mountain View, Outdoor pool, Sauna, Outdoor tennis, Air-conditioned
• Bucket List Ideas

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Vermont Route 100 Road Trip: our ultimate itinerary (with map)

On this unforgettable road trip through Vermont's Route 100, you'll experience charming towns, breathtaking waterfalls, lakes, forests, cliffs, mountains, and relaxing beaches. Even though you stay within one state, this route has it all. So pack up the car, put on some tunes and get ready for the road trip of a lifetime.

This incredible journey on Vermont Route 100 will take you 200 miles with 4 hours and 40 minutes of driving time. You'll see Vermont's top destinations like Heartwellville, Dover, Ludlow, Pittsfield, Stowe, Troy, Burlington and Lake George.

On your drive, you'll create so many memories, all within one state. Keep reading to learn more about the best routes, places to stay, and top destinations along the way.

Where is Vermont Route 100?

Vermont Route 100 is unsurprisingly located in Vermont and runs from the southern tip of Vermont to the state's northern border with Canada. It's an incredibly scenic and very manageable trip, perfect any time of year and offering a gorgeous travel experience through the adorable towns and forests this state is known for.

The route will pass beautiful towns like Burlington, Stowe, Troy, and many others. You'll get to enjoy nearby parks like Green Mountain National Forest and Mt. Mansfield State Forest.

Where does Vermont Route 100 begin and end?

Vermont Route 100 begins in the beautiful town of Heartwellville, near the border of Massachusetts. Heartwellville is near the popular Dutch Hill Ski Area and scenic Herriman Reservoir.

The end of the route is the northern town of Troy. This delightful town is just a few miles from the Canadian border and is surrounded by natural scenery.

How long is Vermont Route 100, and how long will it take to drive its entire length?

The Entire Length Route will cover 200 miles and only takes place on Vermont Route 100 from the southern end of the state to the north, near the Canadian border. You'll be driving for 4 hours and 40 minutes.

The Round Trip from Burlington Route covers 420 miles of Vermont landscapes. You'll drive for 9 hours and 20 minutes on this incredible loop through the Green Mountain State.

This journey covers a vast amount of territory all within a small state. To get the most out of it, we recommend taking two to three days for the whole length of the scenic road. To get the most out of a slower round-trip drive, it would be best to take four to five days.

Best way to drive on Vermont Route 100

There are two routes that will cover the best of Vermont Route 100 and the gorgeous area that surrounds it. One takes you directly along the route while the longer one takes a different way back on a circular road trip.

The Entire Scenic Route is the best way to explore the stunning Green Mountain National Forest in Vermont, as well as the many charming New England villages and towns that this state is known for.

While you could do part of this route and still get a great experience, part of the charm is getting to see the variety of villages along the way, including Dover, Ludlow and Stowe amongst others.

There are lots of lakes and rivers along the route, such as the Harriman Reservoir at the southern end of the route to the Missisquoi River near Troy near the northern border.

The Round Trip from Burlington Route allows you to drive the entirety of Route 100 but still get to discover a larger city in Vermont like Burlington, which is located on the scenic coast of Lake Champlain.

Another benefit of this round trip is that you can choose whichever direction you'd like to take it. You can choose to descend from Burlington and make your way up Route 100, or descend down Route 100, making your way back to Burlington.

Driving the entire length of Vermont Route 100

Starting in Heartwellville, jump on the famous Vermont Route 100 east. Head past the south shores of the Harriman Reservoir and into the town of Jacksonville.

Continue north and drive to the lovely town of Dover. From here, make your way through the edge of the Green Mountain National Forest.

Drive past the popular Stratton Mountain Ski Resort and continue north to the town of Ludlow. From here, head through the beautiful Coolidge State Forest and into the wonderful town of Pittsfield.

From here, continue on north through some of the most unspoiled forests in America. Soon, you'll pass the striking Moss Glen Falls.

Keep heading north, past the Waterbury Historic District and into the town of Stowe. After spending some time in Stowe, get back on the route and continue on until you hit your destination in Troy.

Driving on Vermont Route 100 on a round trip from Burlington

From Heartwellville, take the epic Vermont Route 100 around the beautiful shores of the Harriman Reservoir. From here drive through the town of Jackson and into Dover, the quiet gateway to the Green Mountain National Forest.

Continue north past the Stratton Mountain Ski Resort and into Ludlow. Head into the Coolidge State Forest and drive on until the town of Pittsfield.

From here, drive north past Moss Glen Falls, Waterbury Historic District, and into the town of Troy. After Troy, head on highway 242 past Jay State Forest.

Drive to the forests and communities of beautiful Lake Champlain. Continue on into the city of Burlington, Vermont's largest city and one of the most vibrant small cities in America.

After exploring Burlington, head back on route and continue south on Route 7, past the western edge of the Green Mountain National Forest, and into the town of Bennington to complete the loop.

Best places to stay along Vermont Route 100

You'll find so much to do and see on this road trip through Vermont. Because of the length of the drive, we've selected two wonderful locations to stop for the night.

A taste of ice cream and nature in Stowe

About halfway on the Entire Scenic Route is the town of Stowe. This wonderful little community is one of the highlights of Vermont Route 100. Stowe is a stunning town known for its beautiful scenery, rich skiing culture and year-round events. There are plenty of highlights to experience in the town.

First, head to Stowe's iconic Main Street. Here you'll experience tons of cute shops, restaurants, and more. You can find all kinds of Vermont products like maple syrup and even wine.

For lovers of ice cream, a must-visit destination is the original Ben & Jerry's factory. Take a tour of where it all began in nearby Waterbury. You'll get to see how B&J's famous ice cream is made, as well as visit an adorable ice cream graveyard for flavors-gone-by.

Once you reach Stowe, we recommend staying at the Trapp Family Lodge . This iconic hotel offers old-world comforts and stunning mountain views.

The hotel is named after the famous Von Trapp family (which manages it), largely fictionalized by the famous film The Sound of Music. It has beautiful Austrian-inspired architecture and European-style accommodations.

There are two swimming pools, a restaurant and a bar to help you relax. There's also free parking, so after your long drive, you can be sure to get right to R&R.

There are tons of skiing trails, local wineries, and scenic hiking paths nearby. You can spend days exploring the nearby trails and quiet streets of Stowe.

Relax and explore the history of Bennington

About halfway along the Round Trip Route is the town of Bennington. This is an ideal stopover on the round-trip route, close to the start of Route 100, so you can rest up before embarking on the stunning drive across Vermont Route 100.

Bennington is mostly known for the Bennington Battle Monument, one of the prominent historic sites in Vermont. It also boasts several museums and art galleries.

There are other beautiful sights to explore but first, explore the Bennington Battle Monument. This 306-foot-high obelisk commemorates the Battle of Bennington during the American Revolutionary war.

From here, head to the Bennington Museum. The museum offers you the perfect opportunity to explore the history of this unique and picturesque town.

When you arrive in Bennington, our top choice for lodging is the luxurious Four Chimneys Inn . Housed in a mansion on an 11-acre property with extensive gardens, this hotel stay is sure to be memorable. The hotel is just over a mile from the center of town and is surrounded by quite natural areas.

Once you're ready to explore, just head outside as the hotel is within walking distance to the Bennington Battle Monument as well as the Bennington Museum. Once you're done sightseeing, there's a garden and on-site bar to enjoy.

Things to see on a road trip on Vermont Route 100

Both routes are full of adventure and fabulous sights along the way. Below we've included our top highlights on the way, so you can make the most out of your journey through Vermont.

The entire length of Vermont Route 100

• Wilmington - Make sure to visit this stunning little village, known as a “shoppers mecca” for it's many quirky stores, delicious restaurants and art galleries.
• Dover - A celebrated skiing spot along Route 100, Dover also offers tons when it comes to small-town charm. Visit one of several museums in this village, or simply spend a couple hours exploring.
• Ludlow - Another unique town along this route, known for nearby Buttermilk Falls as well as many gorgeous mountain and forest trails.
• Pittsfield - There is tons to do in this adorable town, from exploring the Berkshire Museum to enjoying the slopes of the Bousquet Mountain Ski Area.
• Stowe - Stowe is chock-full of attractions, though you might most enjoy walking through the town center and visiting a variety of breweries and restaurants.
• Waterbury - Visit the celebrated Ben & Jerry's factory, where you can get a sneak-peek into this ice cream goliath's world-famous sweet treat recipes.
• Sherbrooke - Located across the border to Canada but well-worth bringing your passport for, Sherbrooke is a stunning city about an hour off your route that boasts gorgeous nature and a celebrated Natural History Museum.

Things to see driving on a round trip from Burlington

• Vermont Teddy Bear Factory - This colorfully painted toy factory near Burlington, Vermont offers informative tours as well as a build-your-own-bear experience.
• New England Maple Museum - Discover the secret behind a delicious bottle of maple syrup at the New England Maple Museum, a popular stopping point along this route.
• Green Mountain National Forest - Take in the beauty of this massive national forest, where you can find dozens of ponds, cliffs and waterfalls that can be reached through several walking trails.
• Lake George - Discover this stunning lake, located across the Vermont-New York State border and boasting beautiful blue waters.
• Saratoga National Park - The site of an unprecedented Revolutionary War victory, the Saratoga National Historical Park offers educational tours of its battlefield and monument. Visit this park for just an extra 30 minutes of travel time.
• Billings Farm and Museum - Thirty minutes off-route find the Billings Farm and Museum. This working farm offers attractions perfect for adults and children alike, including wagon rides, a gift shop, and barns full of farmyard animals.

Best time to drive on Vermont Route 100

Both wonderful routes are traversable any time of the year, though we recommend visiting during the late spring/early summer or during the fall for the best combination of driving conditions and tourist attractions.

Summers in Vermont are warm and quite sunny, with minimal rain. This is generally the busiest season when it comes to tourism, so expect slightly pricier accommodations and busier attractions (especially if you're visiting parks or forests). The temperature in the summer is between 77-82 degrees Fahrenheit.

Vermont Route 100 is well-known for its many winter offerings, so travelers shouldn't worry about not having anything to see or do during the season.

The route's many surrounding forests are arguably at their most beautiful when they are covered with the heavy snow typical of a Vermont winter; just be sure to have chains or winter tires on, and to avoid driving during a winter storm as conditions can get quite bad. The winter temperatures are around 25 degrees Fahrenheit.

Fall is a wonderful time to travel Vermont Route 100, especially if you're driving during the last weeks of September and the first few weeks of October when the leaves begin changing and surrounding foliage takes on warm reds and yellows.

Spring is also a great time to visit, and one of the seasons with a lower tourism rate, so you'll have lots of privacy visiting the many attractions along your route.

There are tons of events happening year-round along route 100, from Christmas and holiday events during the winter months to outdoor events during the summer.

Some highlights include the Vermont Renaissance Faire (Stowe, June), the Stowe Tango Music Festival (August), and the Green Mountain Bluegrass & Roots Festival (Ludlow, Summer).

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• North America , USA

Boston To Stowe VT Road Trip: The 10 Best Stops

Table of Contents

Embark on an unforgettable adventure with a Boston to Stowe VT road trip, offering a perfect blend of scenic beauty and exciting pit stops along the way. This road trip is a fantastic way to explore the stunning landscapes of New England while enjoying the freedom of the open road.

The journey from Boston to Stowe VT covers approximately 200 miles and can take around 3.5 to 4 hours, depending on traffic conditions and the route chosen. Travelers can opt for the I-93 N route, which offers a direct and efficient path, or take the more scenic route through the picturesque towns of New Hampshire and Vermont via I-89 N.

Along the way, road trippers can make stops at charming towns like Concord, NH, and Montpelier, VT, to stretch their legs and explore local attractions. Nature enthusiasts will appreciate the opportunity to visit the White Mountain National Forest and the Green Mountain National Forest, both offering stunning hiking trails and breathtaking views.

For those looking to indulge in some retail therapy, a visit to the Manchester Designer Outlets in Vermont is a must. Foodies will also delight in the culinary offerings along the route, with plenty of farm-to-table restaurants and cozy cafes to satisfy any craving.

Whether you’re seeking adventure, relaxation, or simply a change of scenery, the Boston to Stowe VT road trip promises an enriching experience that will leave you with lasting memories of the beauty of New England.

Essential Information

– Route Options: Take I-93 N from Boston to Salem – Opening Hours: Varies by attraction – Fee: Some attractions may have entrance fees – Visit Duration: Half a day to a full day – Ideal For: History buffs, culture enthusiasts, families

Why is it a must stop

Salem, MA, a historic town on the coast of Massachusetts, is a must-stop on your road trip for its intriguing past and unique attractions. Dive into the infamous Salem Witch Trials at the Salem Witch Museum, where you can learn about the events that unfolded in 1692 through informative exhibits and presentations.

Stroll along the cobblestone streets of the town center and visit the House of the Seven Gables, made famous by Nathaniel Hawthorne’s novel. Explore the maritime history of Salem at the Salem Maritime National Historic Site, featuring historic ships and waterfront views.

For a taste of the local culture, don’t miss the Peabody Essex Museum, showcasing a diverse collection of art and artifacts. And no visit to Salem is complete without indulging in some fresh seafood at one of the charming waterfront restaurants.

Whether you’re fascinated by history, intrigued by the supernatural, or simply looking for a charming New England town to explore, Salem, MA offers a unique and enriching experience for road trippers passing through.

Portsmouth, NH

– Route options: Easily accessible from Boston to Stowe VT route – Opening hours: Varies by attraction – Fee: Some attractions may have admission fees – Visit duration: Half a day to a full day – Ideal for: History buffs, foodies, and outdoor enthusiasts

Portsmouth, NH, is a must-stop on your road trip for its charming blend of history, culture, and coastal beauty. Start your day exploring Strawbery Banke Museum, an outdoor history museum showcasing restored homes from the 17th to 19th centuries. Next, wander through Market Square, lined with boutique shops and eateries offering fresh seafood delights.

For a dose of maritime history, head to the USS Albacore Museum, where you can tour a retired submarine and learn about its role in naval operations. Nature lovers can unwind at Prescott Park, a waterfront green space perfect for a leisurely stroll or a picnic overlooking the Piscataqua River.

Don’t miss a visit to the historic Portsmouth Harbor Lighthouse, offering panoramic views of the Atlantic Ocean and the Isles of Shoals. Cap off your day with a seafood feast at one of the local restaurants, savoring the flavors of the region.

Portsmouth, NH, with its rich history, scenic waterfront, and culinary delights, promises a memorable stop on your road trip from Boston to Stowe VT.

Portland, ME

– Route options: I-95 N from Boston – Opening hours: Varies by attraction – Fee: Some attractions may have entrance fees – Visit duration: Half a day to a full day – Ideal for: Foodies, outdoor enthusiasts, history buffs

Portland, ME is a vibrant coastal city that offers a mix of culinary delights, outdoor adventures, and rich history, making it a must-stop on your road trip. Start your day by exploring the historic Old Port district, known for its cobblestone streets lined with charming boutiques, galleries, and seafood restaurants. Don’t miss a visit to the Portland Head Light, Maine’s oldest lighthouse, offering stunning views of the rugged coastline.

For foodies, Portland is a paradise with its renowned food scene. Indulge in fresh lobster rolls, chowders, and other seafood delicacies at the local eateries or visit the bustling Portland Farmers’ Market for a taste of local produce. Outdoor enthusiasts will love exploring the nearby Casco Bay Islands, where you can kayak, hike, or simply relax on the pristine beaches.

History buffs can delve into Portland’s past at the Maine Historical Society or take a guided tour of the Wadsworth-Longfellow House, former home of poet Henry Wadsworth Longfellow. End your day with a scenic cruise along the Casco Bay or enjoy a sunset stroll along the Eastern Promenade Trail.

With its mix of culinary delights, outdoor adventures, and historical charm, Portland, ME offers something for every traveler passing through on a road trip.

Kennebunkport, ME

– Route options: Take I-95 N from Boston, then ME-9 E to Kennebunkport – Opening hours: Varies by attraction, typically 9am-5pm – Fee: Admission fees may apply for certain attractions – Visit duration: Half a day to a full day – Ideal for: History buffs, beach lovers, foodies

Kennebunkport, ME, is a charming coastal town that offers a perfect blend of history, natural beauty, and culinary delights, making it a must-stop on your road trip itinerary. Begin your exploration by visiting the iconic Walker’s Point, the summer home of the Bush family, where you can catch a glimpse of the picturesque coastline and learn about the town’s presidential connections.

For a taste of local flavors, head to Dock Square and indulge in fresh seafood at one of the waterfront restaurants. Don’t miss the chance to stroll along the scenic Ocean Avenue, lined with historic mansions and stunning views of the Atlantic Ocean. If you’re a history enthusiast, make sure to visit the Seashore Trolley Museum, the largest collection of trolley cars in the world, offering a fascinating insight into the town’s transportation heritage.

For a relaxing afternoon, hit the sandy shores of Kennebunk Beach or Goose Rocks Beach, perfect for sunbathing and beachcombing. Nature lovers can explore the nearby Rachel Carson National Wildlife Refuge, home to diverse bird species and tranquil walking trails. Before you continue your journey to Stowe, Vermont, savor a sweet treat at one of the local bakeries or ice cream parlors, a delightful way to end your visit to this coastal gem.

Ogunquit, ME

– Route Options: I-95 N from Boston – Opening Hours: Varies by attraction – Fee: Varies by activity – Visit Duration: Half-day to full day – Ideal For: Families, couples, nature lovers

Ogunquit, ME, a charming coastal town along the route from Boston to Stowe, VT, offers a delightful stop for road trippers seeking a mix of relaxation and exploration. One of the main draws of Ogunquit is its stunning Marginal Way, a scenic cliffside walk that provides breathtaking views of the rugged coastline. Visitors can take a leisurely stroll along this picturesque path, capturing Instagram-worthy shots of the Atlantic Ocean crashing against the rocks below.

For those looking to unwind, Ogunquit Beach beckons with its soft sands and inviting waters. Whether you prefer sunbathing, swimming, or beachcombing, this pristine stretch of shoreline is the perfect spot to soak up some sun and enjoy a picnic with loved ones. Nature enthusiasts will also appreciate the nearby Rachel Carson National Wildlife Refuge, where birdwatching and peaceful nature walks await.

Art lovers will find Ogunquit’s thriving arts scene captivating, with numerous galleries showcasing local talent and unique creations. Don’t miss the chance to explore the Ogunquit Museum of American Art, home to a diverse collection of paintings, sculptures, and other works that celebrate the beauty of American creativity.

After a day of sightseeing and relaxation, indulge in fresh seafood at one of Ogunquit’s renowned restaurants, where lobster rolls and clam chowder are local favorites. Whether you’re seeking outdoor adventures, artistic inspiration, or simply a tranquil escape from the road, Ogunquit, ME, promises a memorable stop on your road trip itinerary.

– Route options: I-95 N from Boston – Opening hours: Varies by attraction – Fee: Varies by attraction – Visit duration: Half a day to a full day – Ideal for: Families, history buffs, beach lovers

York, ME is a quintessential New England town that offers a mix of history, natural beauty, and coastal charm, making it a must-stop on your road trip. Begin your visit by exploring the historic York Village, where you can stroll along the picturesque streets lined with colonial-era buildings and visit the Old Gaol, one of the oldest British-built jails in America.

For a dose of nature, head to York’s Wild Kingdom, a family-friendly zoo and amusement park featuring exotic animals and thrilling rides. If you prefer a more relaxed experience, spend some time at York Harbor Beach, a serene stretch of sand perfect for sunbathing and swimming.

History enthusiasts will appreciate a visit to the Nubble Lighthouse, one of Maine’s most iconic landmarks, offering stunning views of the rugged coastline. Don’t miss the chance to indulge in fresh seafood at one of the local restaurants, where you can savor lobster rolls and clam chowder, Maine specialties.

Whether you’re looking to soak up the sun, delve into history, or simply enjoy the laid-back coastal vibe, York, ME has something for every traveler passing through on their road trip adventure.

Kittery, ME

– Route Options: I-95 N from Boston – Opening Hours: Varies by establishment – Fee: Varies by activity – Visit Duration: Half-day – Ideal For: Foodies, Shopaholics, History Buffs

Kittery, ME, a charming coastal town just a stone’s throw away from Boston, is a must-stop on your road trip to Stowe, VT. Known for its delectable seafood offerings, Kittery is a paradise for foodies. Indulge in fresh lobster rolls, clam chowder, and other New England culinary delights at local eateries.

After satisfying your taste buds, explore the town’s renowned outlet shopping scene. Kittery is home to a variety of designer stores and boutiques, offering great deals on clothing, accessories, and home goods. Shop till you drop at Kittery Premium Outlets or take a leisurely stroll along the charming streets lined with unique shops.

For history enthusiasts, a visit to Fort McClary State Park is a must. Explore the well-preserved fort dating back to the early 19th century and learn about its role in protecting the Maine coast. Take in panoramic views of the harbor and imagine life as a soldier stationed at this historic site.

Whether you’re looking to indulge in delicious seafood, score some great deals on shopping, or delve into local history, Kittery, ME offers a perfect blend of attractions for a memorable road trip stop. Don’t miss the opportunity to experience the best of this quaint coastal town before continuing your journey to Stowe, VT.

Concord, NH

– Route Options: I-93 N from Boston – Opening Hours: Varies by attraction – Fee: Some attractions may have admission fees – Visit Duration: Half a day to a full day – Ideal For: History buffs, outdoor enthusiasts

Concord, NH, a charming New England town, offers a blend of history and outdoor adventures that make it a must-stop on your road trip. Start your day by exploring the New Hampshire State House, a stunning architectural gem and the oldest state capitol in the country. History buffs will appreciate the guided tours that delve into the state’s political past.

For a breath of fresh air, head to White Park, a picturesque green space perfect for a leisurely stroll or a picnic. Outdoor enthusiasts can also explore the nearby trails for hiking or biking, offering scenic views of the Merrimack River.

Don’t miss a visit to the McAuliffe-Shepard Discovery Center, where you can learn about space exploration and New Hampshire’s own astronauts. Interactive exhibits and planetarium shows make it a fun and educational stop for all ages.

Before you hit the road again, grab a bite to eat at one of Concord’s cozy cafes or local eateries, offering a taste of authentic New England cuisine. Whether you’re interested in history, nature, or science, Concord, NH has something to offer every traveler passing through on their road trip.

Montpelier, VT

– Route options: I-89 N from Boston to Montpelier – Opening hours: Varies by attraction – Fee: Some attractions may have admission fees – Visit duration: Half a day to a full day – Ideal for: History buffs, nature lovers, and food enthusiasts

Montpelier, VT, the charming capital city of Vermont, offers a unique blend of history, culture, and natural beauty that makes it a must-stop on your road trip. Start your day by exploring the Vermont State House, a stunning architectural gem that showcases the state’s rich history and political heritage. Take a leisurely stroll down State Street to admire the quaint shops and cafes that line the picturesque downtown area.

For nature enthusiasts, a visit to Hubbard Park is a must. This expansive park offers scenic hiking trails, picnic areas, and panoramic views of the surrounding mountains. Don’t miss the iconic Hubbard Park Tower, where you can climb to the top for breathtaking vistas of the city and beyond.

Foodies will delight in Montpelier’s vibrant culinary scene. Sample local flavors at the farmers’ market, where you can taste fresh produce, artisanal cheeses, and homemade baked goods. For a taste of Vermont’s famous maple syrup, be sure to stop by one of the many maple sugarhouses in the area.

In the evening, catch a performance at the historic Capitol Theater, a beloved local venue that hosts a variety of live music and theater productions. End your day with a delicious meal at one of Montpelier’s farm-to-table restaurants, where you can savor the flavors of the region while supporting local farmers and producers.

Montpelier, VT, may be small in size, but it packs a big punch when it comes to offering a memorable road trip experience. Whether you’re interested in history, nature, or gastronomy, this charming city has something for everyone to enjoy.

Waterbury, VT

– Route options: Easily accessible from Boston to Stowe VT route – Opening hours: Varies by attraction, typically 9 am to 5 pm – Fee: Some attractions may have entry fees, check individual websites – Visit duration: Half a day to a full day – Ideal for: Families, foodies, outdoor enthusiasts

Waterbury, VT is a charming town that offers a perfect blend of outdoor adventures, culinary delights, and cultural experiences, making it a must-stop on your road trip. Start your day with a visit to the Ben & Jerry’s Factory, where you can take a guided tour to learn about the ice cream-making process and indulge in delicious tastings.

For outdoor enthusiasts, a hike up to the stunning Moss Glen Falls is a must-do activity. The picturesque waterfall surrounded by lush greenery provides a serene setting for a picnic or some nature photography.

Foodies will delight in the local culinary scene, with the renowned Prohibition Pig offering mouthwatering BBQ dishes and craft beers. Don’t miss the opportunity to explore the local farmers’ market for fresh produce and artisanal goods.

To immerse yourself in the town’s history, a visit to the historic Waterbury Center State Park is recommended. Take a leisurely stroll through the park’s trails and admire the beautiful scenery, including the historic buildings and serene ponds.

Overall, Waterbury, VT offers a unique mix of attractions that cater to a variety of interests, making it a must-stop destination on your road trip from Boston to Stowe VT.

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Day Trip To Stowe, VT: The Best Things To Do & Everything To Know

Stowe is a picturesque and charming New England city located in northern Vermont.

Nestled in the Green Mountains, it’s known for natural beauty, a historic downtown area, and outdoor recreation year-round. All of which make this one of Vermont’s most loved mountain towns.

Stowe is great for a weekend getaway or longer trip, but for those who only have a day here, you’re still in for a treat.

Perhaps you’re stopping through on a Vermont road trip, or day tripping from Burlington? Read on for everything to know about a day trip to Stowe, VT.

This closely follows my one day itinerary during a New England road trip. We were driving from North Conway, New Hampshire to Burlington, Vermont and spent most of the day in Stowe along the way.  

Table of Contents

Day Trip To Stowe, VT Itinerary 

Below is my exact itinerary for a day trip to Stowe, Vermont. As mentioned above, we passed through Stowe during a New England road trip. 

Our day started in North Conway, New Hampshire (to the east) and ended in Burlington, Vermont (to the west). 

If coming in and out from opposite directions, this itinerary can easily be followed in reverse. 

Ben & Jerry’s Factory Tour

The Ben & Jerry’s Factory Tour is one of the most iconic attractions in Vermont, and a must-consideration during your day trip to Stowe.

The tour shares the history of Ben & Jerry’s ice cream and allows visitors a glimpse into factory operations. And best of all, you get samples!

In addition to tours, onsite there’s a small museum, yummy Scoop Shop, and gift store. 

Additionally, the Flavor Graveyard is very entertaining and a must-see. It’s a playful homage to the ice cream flavors which have been discontinued over the years.

In the mock cemetery, retired flavors are “laid to rest” with humorous tombstones and epitaphs.

And for the non-dairy or vegan folks, there are dairy free ice cream options here too.

Anyone can visit the Ben & Jerry’s Factory Tour experience, but it’s best to come by when going for a tour.

Tours last 30 minutes and need to be reserved in advance. You can reserve your spot here:  Ben & Jerry’s Factory Tour .

All and all, plan about 1 – 1.5 hours at Ben & Jerry’s.

Cold Hollow Cider Mill

Cold Hollow Cider Mill is located just outside of Stowe, and is another nice stop on your way into town.

The mill has become well-known for its fresh apple cider, apple cider donuts, and a variety of Vermont-made products.

It also has a great bakery, perfect for a quick bite or light lunch.

After your ice cream fix, you probably don’t need anymore sugar, but Cold Hollow Cider Mill is famous for their apple cider donuts… 

We were all sugar-ed out after our Ben & Jerry’s tour, but did buy some donuts to enjoy later in the day. Worth it! 

Even if you don’t want to eat anymore donuts, the general store in Cold Hollow Cider Mill is still worth a stop.

There’s great Vermont products, and it’s a perfect place to pick up a unique souvenir or memento. 

Plan for about 30 minutes to an hour here. Those planning to eat will need a bit more time.

Walk Downtown Stowe, VT

After stopping at Ben & Jerry’s and Cold Hollow Cider Mill, you’ve finally arrived to Stowe!

Historic downtown Stowe was one of my favorite spots to explore during our day trip. 

The quaint downtown stretch is known for historic architecture, a thriving arts scene, boutique shopping, and locally owned restaurants.

The town is charming and picturesque. It embodies the feel of a quintessential New England village, combined with mountain town charm. 

We enjoyed browsing the souvenir and boutique shops, as well as admiring the historic architecture. 

We were completely stuffed from our previous stops, but for those who are planning to eat in downtown Stowe, we noticed the restaurants and cafes were all very crowded. Our visit fell on a Friday in early fall, before peak foliage. 

Note: I include more information regarding where to eat, or grab a local beer, later in this article. 

Downtown Stowe is located near the intersection of Main Street (Vermont Route 100) & Mountain Road (Route 108). We were able to find a paid parking lot a block off main street. 

The historic downtown area is small and easy to get around on foot. We spent 45 minutes walking around, those planning to eat will need to budget more time. 

Photograph The Stowe Community Church

Up next on our itinerary, we head away from downtown and towards Stowe Mountain Resort and Smuggler’s Notch. Along the way, we stopped for one of Stowe’s most iconic photo spots.

Stowe Community Church is one of the most famous photography spots in this small town. 

The stunning white church against the mountainous landscape is pretty spectacular. It’s easy to understand why this view is so loved.

This viewpoint is located off Mountain Road (Route 108), just a mile from downtown. 

To find the viewpoint, put “Stowe Community Church View Point” into Google Maps.

To get a photo like the one below you’ll need a high quality camera with a good zoom.

This stop only requires about 10 – 15 minutes.

Ride The Gondola SkyRide At Stowe Mountain Resort

Gondola SkyRide is a scenic gondola ride offered by Stowe Mountain Resort. 

It provides breathtaking views of the surrounding Green Mountains, all while riding in style and comfort. 

The gondola takes you to the top of Vermont’s highest peak, Mount Mansfield. Once here you can take in the excellent views, dine at Cliff House Restaurant, explore the gift shop, and enjoy a sweet treat at The Waffle. 

On clear days, this is the perfect place to take in the incredible landscape surrounding Stowe.

Unfortunately, our visit fell on a cloudy and gloomy day. Clouds engulfed the summit of Mount Mansfield, taking away its famous views. 

Because of this, we skipped out on the excursion this time.

The gondola ride requires about 1.5 – 2 hours, longer for those planning to dine at the top.

Drive Smugglers’ Notch Scenic Highway

On our way out of Stowe, we drove Smugglers’ Notch Scenic Highway on our way to Burlington.

Smugglers’ Notch Scenic Highway is a gorgeous mountain pass. 

The highway stretches just under 20 miles and connects Stowe and Jeffersonville (Route 108). But the most famous stretch is just north of Stowe Mountain Resort. 

It’s a narrow and winding picturesque route with gorgeous views of the Green Mountains’ seemingly endless greenery. 

We loved this drive, it’s easy to understand why it’s a favorite among things to do in Stowe, VT.

Due to the narrow nature of this route, Smugglers’ Notch Scenic Highway is not recommended for oversized vehicles, trailers, or RVs.

Historic Smugglers’ Notch Pass closes for the winter season, and is usually open about mid May to mid October.

Plan for about 30 – 45 minutes to enjoy this drive.

Stowe Restaurants: Where To Eat 

Stowe has a very good variety of restaurants considering the town’s small size, and many are excellent.

Below are a few popular restaurants in Stowe, VT:

• Doc Ponds (near downtown)
• The Bench (near downtown)
• Piecasso (near downtown)
• Trapp Family Lodge (near downtown)
• Harrison’s Restaurant (downtown)
• Butler’s Pantry (downtown)
• Lower Bar (downtown)
• The Club at Spruce Peak (Stowe Mountain Resort)
• Cliff House (Stowe Mountain Resort)

Stowe, Vermont Breweries

Stowe has a thriving craft brewery scene, so consider grabbing a local brew during your day trip to Stowe. 

This is a great way to wrap up a fun day of activities.

Some of the most popular breweries in Stowe include:

• The Alchemist Brewery (2 miles from downtown Stowe)
• Idletyme Brewing Company (2 miles from downtown Stowe)
• von Trapp Brewery & Bierhall (3.5 miles from downtown Stowe)
• Stowe Cider (1 mile from downtown Stowe)

Looking to join a brewery tour during your visit to Stowe? Check out  4 Points Vermont Brewery Tour .

Coffee Shops In Stowe

Looking to grab a coffee or hot chocolate, or maybe a quick bite while in Stowe? There are numerous cafes around town.

A few much-loved coffee shops in Stowe include:

• Black Cap Coffee & Bakery 
• Green Goddess Café
• Woodland Baking & Coffee
• Café on Main
• Stowe Bee Bakery

Additional Things To Do In Stowe, Vermont

For those with more time, below are additional things to do in Stowe, Vermont:

• Visit the Trapp Family Lodge, made famous by the Oscar-winning film, Sound of Music .
• See the Gold Brook Covered Bridge (Emily’s Bridge).
• Go ziplining.
• Go for a walk along the Stowe Recreation Path.
• Drive to the top of Mount Mansfield via Auto Toll Road.
• Sample maple syrup at Nebraska Knoll Sugar Farm (for winter and spring visitors).
• Ski Stowe Mountain Resort or Smugglers’ Notch Resort (for winter visitors).

Visiting in fall and looking for more ideas? Check out The Best Things To Do During Fall In Stowe, VT .

Stowe, Vermont One Day Itinerary In Winter Or Spring

The itinerary listed above follows our day trip in early fall.

If visiting in winter or spring, consider this modified Stowe day trip itinerary:

• Join the Ben & Jerry’s Factory Tour.
• Stop by Cold Hollow Cider Mill.
• Browse the shops in downtown Stowe.
• Spend the afternoon skiing or go for a scenic gondola ride at Stowe Mountain Resort.
• Or, learn about maple sugaring at Nebraska Knoll Sugar Farm.

How To Get To Stowe, Vermont 

Stowe is located in northern Vermont, just a short drive from Burlington.

The town is located 10 miles northeast of I-89.

From Burlington, VT, Stowe is 45 minutes away (36 miles). From Montreal, QC, Canada, Stowe is 2 hours, 15 minutes away (107 miles). From Boston, MA, Stowe is 3 hours, 10 minutes away (199 miles). From Albany, NY, Stowe is 3 hours, 30 minutes away (177 miles). From Portland, ME, Stowe is 3 hours, 40 minutes away (187 miles).

The nearest Amtrak station to Stowe is Waterbury-Stowe. This is located 15 minutes (10 miles) from downtown Stowe.

From here, the best way to get to Stowe is by ride share or taxi.

Burlington International Airport (BTV)  – 45 minutes (35 miles) to Stowe. This is the nearest major airport to Stowe.

Morrisville-Stowe State Airport (MVL)  – 10 minutes (6.5 miles) to Stowe. This airport primarily services private charters.

Both airports have rental car options or shuttle services into Stowe.

Getting Around Stowe, Vermont

Downtown Stowe is small and walkable. If only planning to explore this area, a car isn’t necessary.

However, if planning to go out for hikes and explore the surrounding area, a car will be necessary.

Taxis and ride shares are available, although can be limited.

During ski season, roughly late November through early April, there’s a free shuttle in Stowe. It runs along Mountain Road (Route 108), connecting downtown Stowe and Stowe Mountain Village. Shuttles run frequently.

If visiting in winter, this eliminates the need for a car.

For shuttle information, check out  Mountain Road Shuttle .

Where To Stay In Stowe, VT

Stowe offers a range of excellent accommodations to suit various preferences and budgets. 

The main areas to stay are near downtown Stowe or Stowe Mountain Resort.

A few popular hotels in Stowe include:

• The Lodge at Spruce Peak  (Stowe Mountain Resort)
• Smugglers’ Notch Resort  (near Stowe Mountain Resort)
• Topnotch Resort (between Stowe Mountain Resort and downtown)
• Trapp Family Lodge  (just outside of downtown)
• Stowe Village Inn  (downtown) *this is a great place to stay for a quick trip.
• Green Mountain Inn  (downtown)
• Brass Lantern Inn  (downtown)

Additionally,  VRBO  and Airbnbs are a common lodging options as well.

When Is The Best Time To Visit Stowe?

Stowe is enjoyed by many year-round.

The town is famous for skiing and winter activities in the cooler months, roughly late November through early April.

During summer, the area is much-loved for hiking and other outdoor activities.

From mid September through October, Stowe is famous for its fall foliage and autumn fun.

There is some downtime during very late fall and late spring, when the town is transitioning in and out of ski season.

Stowe, Vermont Weather

Stowe experiences all four seasons.

Summer is sunny and pleasant, with regular highs in the 60°Fs. Fall and spring are mild, but on the chillier side. Winters are very cold and snowy.

Perception is common year-round, with most months averaging 12 – 15 days of perception. Winter months are the wettest of the year, averaging 15 – 19 days of snow per month.

Monthly Average Temperatures In Stowe, Vermont: 

• January – 17° / 2° (Average High/ Low F°)
• February – 19° / 4°
• March – 27° / 13°
• April – 39° / 25°
• May – 54° / 38°
• June – 62° / 47°
• July – 66° / 52°
• August – 64° / 51°
• September – 57° / 43°
• October – 44° / 31°
• November – 33° / 20°
• December – 23° / 8°

How Much Time Do You Need In Stowe, VT?

2 – 3 days is ideal for a trip to Stowe, Vermont.

Multiple days gives you the chance to explore Stowe’s many cultural and outdoor activities, plus excellent dining options.

However, if you only have one day, it’s definitely worth stopping by. We loved getting to experience Stowe, even if only for a short time.

As you can see, there’s many great things to do during a day trip to Stowe, Vermont. I hope you’ve found this helpful in planning your trip, and have the best time!

Any questions or additional ideas? Please leave a comment below.

If you wish to follow along with my travels in real time, check out  @seen.by.amy  on Instagram or  @seenbyamy  on TikTok!

Looking for more ideas? Below are additional Stowe & New England guides.

More Information For Your Trip To Stowe, Vermont:

• The Best Things To Do During Fall In Stowe, VT

More Information For Your New England Vacation:

• New Hampshire White Mountains: Top Things To Do
• New Hampshire White Mountains: Best Spots For Fall Foliage
• North Conway, NH: Top Things To Do
• Boston: Ultimate Weekend Guide
• Salem, Massachusetts: Everything To Know About A Day Trip
• Salem, Massachusetts: Haunted Places
• Plymouth, Massachusetts: The Best Things To Do
• Cape Cod 4 Day Vacation Itinerary
• Nantucket: Everything To Know About A Day Trip
• Mystic, Connecticut: How To Spend One Day Here
• Newport, Rhode Island Weekend Itinerary
• Watch Hill, Rhode Island: Day Trip Itinerary
• Watch Hill, Rhode Island: The Best Things To Do

More Information For Your East Coast Travels:

• Rehoboth Beach, Delaware: What To Do
• Upstate New York: The Best Places To Visit In Fall
• Greenport, New York: The Best Things To Do
• Hamptons Vacation: What To Know Before Booking
• Sag Harbor, New York: The Top Things To Do
• Montauk: The Best Things To Do
• Southampton, New York: The Best Things To Do
• East Hampton, NY: Exciting Things To Do

Hey! I’m Amy, author of this article and owner of this website. I've lived in Denver, Chicago, New York, Utah, and Arizona. I’ve visited almost all 50 states, and traveled in nearly a dozen countries. I enjoy writing about places I've lived and the many incredible destinations I've visited worldwide. My hope is that my love for travel will inspire others to see more of this beautiful planet.

Disclaimer: This post may contain commissionable links, these are at no extra cost to you, thank you for your support.

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The driving time from Boston, Massachusetts to Stowe, Vermont is:

3 hours, 10 minutes.

Average driving speed: 62.7 mph Kilometers per hour: 100.9 km/h This is based on typical traffic conditions for this route.

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Driving time from Boston, MA to Stowe, VT

How long is the drive from Boston, MA to Stowe, VT? The total driving time is 3 hours, 10 minutes .

Your trip begins in Boston, Massachusetts. It ends in Stowe, Vermont.

If you're planning a road trip, you might be interested in seeing the total driving distance from Boston, MA to Stowe, VT .

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Ultimate Fall Foliage Road Trip in Vermont: A Complete Itinerary

Autumn is a second spring that turns all leaves into flowers”- Fall is definitely the time of the year when leaves speak to us, the story of existence as well as the beauty of letting things pass by. Fall leaves throw such a fantastic show before their demise. In this blog, we will cover awesome fall foliage road trip ideas in Vermont that may inspire your next adventure. Enjoy some stunning visuals of a Fall Foliage Road Trip in Vermont and get some help from our detailed itinerary to plan your Vermont road trip.

Vermont Road Trip Planner

Why fall is the best time to visit vermont, where to to stay in vermont, need a rental car in vermont, 3 day itinerary for a fall foliage road trip in vermont, stop 1: jamaica state park, stop 2: weston village, stop 3: plymouth, stop 4: woodstock village, stop 5: plainfield, stop 6: montpelier, stop 7: vermont state house.

• Stop 8: Ben & Jerry's Factory, Waterbury, Stowe

Tips to remember while traveling to Mount Mansfield

Stop 10: killington, pin this fall road trip in vermont for planning your trip.

New England on the east coast of the USA is one of the most gorgeous places to experience the ultimate beauty of Fall and the state of Vermont takes the crown . During the Autumn season here, you will have one of the best leaf-peeping experiences – whilst enjoying the natural Fall exhibition just during your drive, strolling in scenic state parks, hiking mountain ranges, or even exploring stunning waterfalls in this area. I came back with strong feelings for the state of Vermont and its people- it is by far my most favorite state in America. I will also go again, so let us say this was a beginning for me too.

Some of the top places to visit in Vermont in Fall include:

• Green Mountain National Forest
• White Mountain National Forest
• Scenic Route 100

The Fall foliage starts in mid-September and lasts until mid-October. I visited at the beginning of October when the leaves are more reddish however if you’re looking for yellow colors, visiting earlier is advised. Personally, I would recommend aiming for “Peak Foliage” in mid-October and the USA long weekend of October 12th for Columbus day is perfect for this Fall Road Trip.

Vermont is more like a European Travel experience when it comes to the stay. There are many inns and B&Bs run by locals which I would recommend as your first choice to experience the local life. I stayed in a lovely Airbnb which was very similar to a Scottish B&B and I would rate my stay here as one of the best Airbnb stays ever.

If you are visiting internationally flying into New York or Vermont, you could go for a rental car option. Remember that you drive on the right side of the road in the USA. Your international driving license is valid if you feel comfortable driving. The rules are pretty easy with wide roads and clear junctions combined with the fact that most of the cars in the USA are automatic.

*Disclaimer: This post contains affiliate links. If you click on them and make a purchase, I receive a small commission. There is no additional cost to you. I would appreciate the support.

We embarked on a Vermont Fall road trip as part of a Week East Coast Road trip traveling from Florida to Boston. This Vermont road trip itinerary starts from Albany and made our up North with stops at villages and parks in the Green Mountain National Forest until arriving at Montpelier , the capital city of Vermont. In the following days, we also covered the Vermont scenic 100 route and two mountain ranges, Mount Mansfield and Killington. Below is the route we followed color-coded per day for this amazing fall foliage road trip in Vermont. Let us enjoy the fall visual show of Vermont together.

READ: Best Road Trips in USA for your American Road Trip Bucket List

Day 1: Green Mountain National Forest

Our first stop in Vermont was the Jamaica State Park which is located in a small picturesque village Jamaica in the south of Vermont. The state park needs a pass to enter and it is best to check the activities before you go. We only strolled around the village. 

The short walk from the village to the park is stunning with amazing views of colorful houses embedded into nature along the West River and an amazing bridge called the Wardsboro bridge forming a great frame.

There is a hike from here to the Ball Mountain Dam via Hamilton Falls which we missed as our itinerary was tight, I would advise planning to spend a long time here. From here we headed upwards to the village of Weston. On the way, you will get this stunning view which is the same as my feature image. Here is the exact stop: 60-52 River Road, Jamaica, VT 05343.

Weston felt was like walking through a European town with the houses, roads, and shops here reminding me of Austria/Switzerland. Adding to the Autumn charm, the village houses were fully decorated with pumpkins all ready for Halloween. I really loved the orange theme in this postcard-perfect Green Mountain Town village in autumn.

There are some really cute little shops here selling local crafts and produces. I had heard that this town is perfect to celebrate Christmas in, and the Christmas shop here really had strong European vibes so you can note this village if you’re planning a European-style getaway in the USA.

Another attraction is here the Old Mill Museum , which has a mountainous backdrop and a stunning waterfall. We did not go inside the museum as it was closed the day we visited however the view from the outside museum was breathtaking enough for us. Someone from the village had even left a pumpkin beneath the trees, how cute!

The route to Woodstock via Plymouth was one of the best scenic routes during the trip. We didn’t stop in the town itself but we just stopped along the way to admire the views.

The view of mountains and reflections in the lake is simply splendid. This route is just stunning throughout so much so it was confusing which pictures to take and which pose would be best. In the end, I can see we ended up taking fewer pictures and spent more time just enjoying the view. 

We arrived in Woodstock village around sunset, of course, this is what happens if you take a scenic route and keep stopping. Woodstock village is very famous in New England and is on the top list of scenic towns with amazing houses and post-card views around. Though we missed exploring the village properly, we could experience the local shop here which was so thrilling with lots of diverse farm productions. I almost wanted to buy everything and the bakery here was calling to us loudly.

These pumpkins and Squashes are just a small part of what they produce. Aren’t they so diverse? I have never seen these shapes and colors before, I spent a lot of my time just staring at pumpkins and I wished I could have brought them home with me. 

After strolling here, we headed towards Montpellier where our Airbnb was booked for the night.  I definitely need to go back to Woodstock as I could not explore it properly. We arrived late in Montpellier, found a local Thai restaurant to eat at, and headed to the Airbnb to crash.

Day 2: Scenic Route 100

Waking up in Plainfield, Montpellier in our Farm Stay Airbnb is still one of my most favorite stay experiences. This house is located in a private estate with a lake and the morning view was breathtaking. Our host was such a lovely lady who had everything sorted for us like a typical B&B in Europe. They also had an Apple tree with such low-hanging apples that I tried to act eating one while standing on the ground.

The Airbnb farm house has a vintage style and is decorated very well. The prayer flags caught my attention and I added them to my list of home decorations straight away. I wish we had more time here, I will definitely go back and stay exactly here again if it is still available.

The Airbnb was in a hilly area far away from the city. We headed towards Montpellier city first.

We stopped at Montepellier and went via Cliff Street towards Hubbard Tower to get a top view of the city. There were a lot of hikers around here and would recommend not missing this view if you visit. This town qualifies to be the most scenic Fall Town view in my mind, just like I have Tromso for the best winter view. The capital city of Vermont and the vibes here caught my attention, there is something so positive about the people and region here.

The State House of Vermont is located in its capital town, Montpelier. Stopping by this cute statehouse was a heartwarming experience as it stood gorgeous and constantly reminded me of the Glory of this State and its People. It was just stunning with its golden dome and fall backdrop. 

We drove towards Stowe taking the scenic route 100 . This drive was just epic and was sad I could only do a part of it and hope to revisit and finish the full route.

Stop 8: Ben & Jerry’s Factory, Waterbury, Stowe

We arrived at the original Ben and Jerry’s factory which is the Mekkah for Ice-cream lovers. The vibe here is too cheerful, both adults and kids queued up to get their hands on their favorite flavor. 

Here you can taste all their new flavors and pay a visit to the ice-cream graveyard where there is a gravestone for every flavor that didn’t succeed in the market.

Stop 9: Mount Mansfield

One of the highlights of my trip was the drive and hike up to Mount Mansfield, the highest mountain point in Vermont. This literally felt like being in a Hollywood movie even looking at cars coming down from that steep hill while we queued to drive up. 

Climb up and you are in the middle of a FALL HEAVEN literally. It is all Yellow, the Coldplay song was singing in my head throughout the drive here. This mountain is a not-to-miss and the best for leaf-peeping and complete with a cute little chapel.

The drive can be tricky here and we saw a couple who had got stuck with their car tire wedged in a ditch. There are multiple trails you can do here and it is best to plan time if you wish to hike.

We just did a short section of the Sunset Ridge Trail as we did not have much time left of the day. The view from here is amazing.

A list and map of trails can be found here.

Day 3: Killington

At this point, one of our friends had to leave so we had a short break in the trip before the rest of us continued to visit Killington the next day which is another mountain range famous for skiing. Look at the view- amazing isn’t it?

The Killington Mountain Lodge is very popular among families and was packed during our long weekend visit. It is perfect for a Fall Foliage road trip in Vermont, particularly for a weekend getaway and they have amazing rooms to stay in here. 

Click here to find some amazing accommodation options in Killington

Final thoughts on the Fall Road Trip in Vermont

Fall Road trips in Vermont are the best for leaf peepers, nature lovers and foodies. What attracted me the most during my Vermont visit, apart from the leaf-peeping experience, and picturesque villages are the really nice people and their commitment to using local products that even McDonald’s does not exist there. Vermont is known for its natural landscape, and its capital town Montpelier is amongst the least populated cities of the USA. It definitely is an Autumn Wonderland!

Jumana is a travel writer and technologist living in the United Kingdom, born and brought up in India. While she is busy with her full time job as a computer technologist, she is an active explorer during her spare time. She has been exploring states of India since she was 15 and then around the world since she moved to the west in her 20s. Her favourite travel style is “On the Road” and she has perfected the art of road trip planning, covering multiple famous and undiscovered routes around Europe, UK and USA. She is on a mission to road trip the planet and learn more about the cultures around the world.

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73 comments

Vermont is beautiful all around the year and Fall is the best!

Thanks Deep. No doubt Vermont rules for Fall

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Take a Stunning Route 100 Vermont Fall Foliage Road Trip

By Author Tara Schatz

Posted on Published: August 10, 2024

Ready to embark on a fall foliage Vermont road trip you won’t soon forget?

Route 100 in Vermont is the most scenic road in the state, especially in the fall when the trees light up the state with intense color that you have to see to believe!

At 216.6 miles, Route 100 is Vermont’s longest state highway and is also one of the most scenic and well-loved, meandering through the Green Mountains, as well as charming New England villages.

If you love the outdoors, this Route 100 Vermont Fall Foliage road trip is a perfect getaway! There are so many great trails, not to mention waterfalls and scenic views along the way. Throw in fabulous shopping, dining, and lodging, and you’ve got all the ingredients for a spectacular fall foliage road trip.

If you’ve got five days to spend in the Green Mountains, then we have the perfect itinerary for you on Route 100. Explore all that this beautiful mountain road has to offer, from pristine lakes and waterfalls to magnificent vistas and quiet campgrounds.

The Green Mountains are a little slice of heaven for outdoor lovers of every persuasion, even when they aren’t green!

Our itinerary covers all of our favorite Vermont things: gorgeous mountain scenery, funky shops, local beers, a touch of history, and a whole lotta nature. Let’s get started!

Table of Contents

5-Day Itinerary for a Route 100 Vermont Fall Foliage Road Trip

We’ll start our Route 100 Vermont fall foliage journey in Southern Vermont, in the little town of Wilmington, and head north on Vermont Route 100 to Newport, just south of the Canadian border. This is a five-day road trip, but you can certainly complete it in fewer days or stretch it for a week or longer.

We recommend doing this road trip in the first or second week of October. If you plan on camping, you should know that many Vermont State Park campgrounds close after Indigenous People’s Day (the second Monday in October).

Psst… Want a one-page version of this Route 100 itinerary? Sign up for our Vermont newsletter, and we’ll send you a copy that you can download and/or print!

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Day 1: Wilmington, Vermont

Today , you’ll explore the beautiful village of Wilmington. Relax by the lake, spend some time downtown, and eat at one of our favorite Vermont restaurants.  Driving time: It depends on where you’re coming from.

It’s no secret that Wilmington is one of my favorite Vermont towns, perhaps because the lakes and mountains are so accessible here.

Just south of the village is the beautiful Lake Whitingham, also known as Harriman Reservoir. Covering more than 2,000 acres, Lake Whitingham is the largest lake in Southern Vermont.

The picnic areas that surround the lake are free to use, and there are lots of great vantage points for capturing the beautiful fall colors reflected in the water. Head to Lake Whitingham early in the morning so you can capture the water when it is calm.

After you spend some time at the lake, head back into downtown Wilmington for a little meandering. The town itself is small, with only 2,000 full-time residents. You’ll find a lovely, walkable Main Street, cute stores, and plenty of restaurants. We love browsing Bartleby’s Books, the 1836 Country Store, and Red Fox Shop.

Where to Eat: Locals love Dot’s Diner for a big, traditional breakfast, and we’d recommend Alpenglow or Folly for upscale dining.

Where to stay: If you’re looking to pitch your tent, head a few miles east to Molly Stark State Park , where you’ll find a quiet, wooded campground with private sites and hot showers.

After setting up camp or before heading out in the morning, be sure to hike to the top of Mt. Olga (a 1.5-mile loop) for stunning views of the surrounding mountains – sunrise from the fire tower is the best (2024 update: the fire tower is temporarily closed for repairs).

If roughing it isn’t your thing, we recommend checking into the Wilmington Inn , which is located right on Main Street and very close to the Valley Trail if you want a short hike before setting out in the morning. A stay in this historic inn includes a full Vermont breakfast.

Read Next: The Best Things to Do in Wilmington, Vermont

Day 2: Wilmington to Ludlow

This section of Route 100 heads through the southern section of the Green Mountain National Forest. You’ll be stopping in several small towns, hiking along the West River, and taking in the views from the top of Mount Snow. Driving distance: 53 miles

Mount Snow: Four Seasons of Recreation Opportunities

As you head out of Wilmington on Route 100, you’ll quickly enter the town of West Dover, home of Mount Snow . This is a very popular ski mountain, but it’s open in all four seasons.

In the fall, you can enjoy lift-serviced mountain biking , or simply ride the gondola to the top of the mountain for fantastic views of the Somerset Reservoir and the surrounding Green Mountains. This is a great spot to take in fall foliage views from the top of a mountain without having to break a sweat.

The Bluebird Express gondola is open between Friday and Sunday, from mid-June and mid-October. Lift tickets are $33 for adults (13+) and $26 for kids (5-12). Kids under 5 ride for free.

Jamaica State Park

Continue north on Route 100 until you enter the tiny town of East Jamaica, where you will turn left to stay on Route 100 (also Route 30) and head toward the village of Jamaica.

While there isn’t much to the town, Jamaica State Park is a gem of a spot in both summer and fall.

The park features a rail trail, camping, and a playground. In the fall, we recommend meandering along the West River Rail trail, either on foot or on a bike if you have one with you. If you have time, hike to Hamilton Falls, a beautiful 125-foot waterfall that is beautiful in the fall, even when the water is low.

The trail to Hamilton Falls is about six miles round-trip. You can ride a bike along the river for four of those miles.

By now, your tummy must be growling. For awesome burgers, sandwiches, and milkshakes, head to Honeypie on Route 30 in Jamaica. This is a quick diner-type stop, but so good!

Read Next: The Best Things to Do in Jamaica State Park

Weston, VT : Visit the Vermont Country Store

Weston is another picturesque New England village, complete with a little town green, several unique stores, and the famous Weston Playhouse. Shopping in Weston is like taking a step back in time, so that’s what’s on the agenda.

Located across from the village green on Main Street, the Vermont Country Store is a step back in time you won’t want to miss. The aisles are stocked to the rafters with penny candy, maple syrup, apothecary items, household goods, and lots of local goodies.

Browse the crowded aisles to discover the largest collection of weathervanes in Vermont, the Vermont Scale Museum, and a year-round Christmas shop.

And speaking of Christmas, no matter what time of year you visit the Vermont Country Store, it’s always a good time to grab some one-of-a-kind Vermont gifts for your friends and family back home.

Explore the Village of Ludlow, Vermont

Finally, make your way to Ludlow, Vermont, located in Okemo Valley and home to Okemo Mountain Resort. Ludlow is a small community, but you will find a few unique shopping and dining opportunities, as well as several trails.

Be sure to visit Buttermilk Falls while here. This lovely waterfall is a popular swimming hole in the summer and stunning in the fall.

Where to eat and sleep: For really unique dining, check out Homestyle Hotel and then head over to their sister property, Main + Mountain , across the street to spend the night. Homestyle Hotel is a small neighborhood restaurant serving local fare, and Main + Mountain features beautiful, eclectic lodging.

For dining at the Homestyle Hotel restaurant, we recommend making reservations well in advance. This is a busy area during fall foliage season, and it’s a small space!

Day 3: Ludlow to Waitsfield

This section of Route 100 is characterized by very small towns, mountainous terrain, and acres of farmland. For much of the drive, you will follow the eastern slope of the Green Mountains along the border of the Green Mountain National Forest. There are too many fun stops to mention, so I’m going to focus on my favorites. Driving distance: 70 miles

Plymouth Notch, VT : Visit the Calvin Coolidge State Historic Site

About 18 miles north of Ludlow, turn right on Route 100A and drive a mile to President Calvin Coolidge State Historic Site .

Plymouth Notch is the birthplace and boyhood home of our 30th president, and his homestead and the surrounding village have been virtually unchanged since the 20th century.

The village is known as the Plymouth Notch Historic District and is on the National Register of Historic Places. Meander around the 600 acres, visit the Calvin Coolidge Museum and Education Center and check out dozens of historically preserved buildings.

Long Trail Brewing Company

After leaving Plymouth, continue north on 100A to the town of Bridgewater Corners, where you’ll find the famous Long Trail Brewing Company . This quaint riverside pub and restaurant is the perfect lunch spot, and the view is pretty great too! In addition to their popular Long Trail Ale, they make a variety of delicious seasonal craft beers.

Moss Glen Falls, Granville , VT

Moss Glen Falls in Granville makes our list of the most beautiful waterfalls in Vermont . This picturesque waterfall is more of a roadside attraction than anything else, but it’s definitely worth a visit. Because

Moss Glen Falls is located right off of Vermont Route 100, it will only take a few minutes to check it out. Bring your camera!

Follow the short boardwalk into the woods and check out the falls from the viewing platform. Because this is such an easy waterfall to see from the road, expect to share the spot with dozens of other leaf peepers.

From here, you’ll be heading into the beautiful Mad River Valley. If you have time, drive some of the rural and full-of-character back roads in the area.

Dining and Lodging in Waitsfield, VT

Where to stay: After a long day of driving, exploring, and taking photos, it’s time to settle in for the night. The village of Waitsfield is a great little town with a few unique places to stay and eat. For a bit of luxury to go with your leaf-peeping, we recommend The Waitsfield Inn, a sweet Bed & Breakfast near Sugarbush Resort.

If you are looking to spend less on your accommodations, check out Mad River Lodge , which provides standard rooms and suites and contactless check-in. While the rooms are basic, they are very clean, and the location is great for exploring all of the Mad River Valley.

Where to eat: American Flatbread Pizza — undoubtedly the best wood-fired pizza in the state of Vermont.

Day 4: Waitsfield to Stowe

You won’t be driving much today because this section of Vermont Route 100 is packed with things to do! The Waterbury/Stowe area is a beautiful (and popular) fall foliage destination, and if you’re feeling short on time, I urge you to give it an extra day. Here are some of our favorite tourist attractions and natural areas on Route 100 between Waitsfield and Stowe. Driving distance: 24 miles

Waterbury, VT : Home of Ben & Jerry’s Ice Cream

Waterbury is about 14 miles north of Waitsfield, so you can dive right into your fall foliage adventures without having to drive much. It’s home to Ben & Jerry’s Factory Store, where guided tours are offered daily. Learn how Vermont’s famous ice cream is made, and be sure to stop at the flavor graveyard to pay your respects to the “dearly de-pinted”.

After your tour and tasting, head to Waterbury Center State Park , which is located just off of Route 100 and is one of our favorite spots for paddling, fishing, picnicking, and remote camping. If you visit in the fall, you can hike a short trail along the lake for great fall foliage views.

There is front-country camping available on Waterbury Reservoir at Little River State Park , which is our top state park for kids in the whole state. This park is open until October 23rd, and there are camping cabins that you can rent if staying warm and sleeping in a bed is crucial. If you don’t want to camp, we recommend staying a few miles north in Stowe.

Just a half-mile from Waterbury Center State Park is Cold Hollow Cider Mill . Not only is this one of Vermont’s top tourist attractions, but it also has pretty delicious cider donuts. Pop in for lunch or some fresh baked goods, and don’t forget a gallon of cider for your cooler!

Fall in Stowe, VT : Home to Vermont’s Highest Peak

Stowe is known as a ski town, but it’s equally lovely in the summer and fall, with all kinds of shops, restaurants, and coffee shops to explore.

At 4,395 feet, Mt. Mansfield in Stowe is Vermont’s highest mountain. On a clear day, you can see west to Lake Champlain, north to Canada, and east to New Hampshire.

There are several trails leading to the top, but if you don’t have time for an all-day hike, consider driving the auto-toll road or riding the gondola to the top of the mountain from Stowe Mountain Resort.

The toll road takes you right to the top of Mt. Mansfield, the peak locally called “the Nose.” From the Nose, you can hike along the mountain’s ridge to the Chin (2.8 miles round trip), the official highest point in Vermont.

The top of Mt. Mansfield is one of two areas in the state where an alpine tundra ecosystem can be found. This is a very fragile area, and hikers are asked to stay on marked trails and keep dogs leashed at all times.

After your hike, be sure to stop at The Alchemist  to try out New England’s most famous beer, Heady Topper. This iconic brewery is located on Cottage Club Road in the village of Stowe.

You will likely meet many fellow road trippers here — people come from near and far to stock up on the Alchemist brews. You are usually limited to 6 four packs of any variety.

If you have time, take a side trip through Smuggler’s Notch on Route 108. This narrow pass through Mt. Mansfield and Spruce Peak is not suitable for RVs. The roadside is flocked with huge boulders and dark caves, perfect for scrambling around.

There are several trails along the roadside, including a lovely hike to Bingham Falls. The trail is an easy 1.6-mile round trip and brings you to one of the state’s most lovely waterfalls.

Where to Stay: Stowe offers numerous lodging options, and we would be hard-pressed to pick a favorite. The iconic  Trapp Family Lodge  is a gorgeous mountain retreat with miles of hiking trails, an on-site brewery and restaurant, and indoor/outdoor pools.

Where to Eat: Doc Ponds has a limited menu, but those tacos are divine! Have a root beer float for dessert, and you’ll be golden ’till morning.

Read Next: The Best Hikes in Stowe, Vermont

Day 5: Stowe to Newport

The last leg of your road trip on Vermont Route 100 is characterized by a wild stretch of road. The further north you go, the better your chances of seeing one of North America’s largest mammals, the massive moose. Be on the lookout for these gentle giants, especially along the roadside, where they pose a threat to unsuspecting motorists. Driving Distance: 48 miles

Newport, VT : Where Vermont Meets Canada

As you head out of Stowe and into Hyde Park, be sure to take in the spectacular views of Mt. Mansfield behind you. You have entered the famous Northeast Kingdom, an area known for its wild and rugged beauty . Heading north, you’ll pass through several small towns, including Eden, Lowell, Westfield, and Troy, before heading into the relative metropolis of Newport.

Located on the shores of Lake Memphremagog, Newport is a bustling place these days. Main Street is lined with restaurants, boutiques, and galleries. Several waterfront overlooks offer majestic views of the massive glacial lake, which covers 41 square miles.

The Newport Bebee Bike Path starts in the downtown area and runs for about six miles along the shore of the lake and into Canada (bring your passport if you choose to cross the border). Rent bikes (or kayaks) at The Great Outdoors to start exploring!

For another fun excursion, head to the Haskell Free Library & Opera House , where you can stand in both Vermont and Quebec at the same time. If you are lucky enough to visit the opera house for a show, you can sit in Vermont and watch the performers on stage in Canada!

Where to Eat: Try the Derby Line Village Inn for spectacular German cuisine or Eastside Restaurant & Pub for traditional American Fare. If you’re looking for the best Thai and sushi in the Northeast Kingdom, you have to try Dusit Thai Cuisine . The owners relocated from Thailand in 2015 and have been wowing locals and visitors with their delicacies ever since.

Where to Stay: Your first impression of Newport City Inn may be that it’s a run-down roadside motel, but beneath the surface, it’s a gem! The rooms are beautifully decorated and spacious and there’s a great indoor pool too.

Where to Camp: With 75 huge campsites for both tents and RVs, a swimming beach, and a playground area, Prouty Beach & Campground is a fun and inexpensive way to explore Newport and the surrounding communities. It’s a county park, right next to the bike path, and less than a mile from downtown Newport.

Read Next: Take a 5-Day Road Trip on Route 7 in Vermont

Where to Next?

After completing your route 100 Vermont fall foliage road trip through the mountains from south to north, you can easily hop on Interstate 91 in Newport, which will whisk you away to points south.

If you’re up for further adventures, you can head north into Canada (Montreal is two hours away), southwest into Burlington and the Champlain Valley, or south on the Connecticut River Byway.

Vermont Route 100 Fall Road Trip FAQs

We get a lot of questions about traveling through Vermont, so we just wanted to take some time to answer the ones we get most often. If you have any other questions about road tripping through Vermont, simply leave a comment and we’ll answer ASAP.

Should we drive Route 100 in Vermont from south to north or north to south?

We recommend driving this route from south to north. Why? Because the southern end of route 100 is closer to major metropolitan areas and airports. The beginning of this road trip is 60 miles from Albany International Airport in New York, 126 miles from Logan International Airport in Boston, and 205 miles from JFK in New York City.

Once you’ve completed the 189-mile drive on Route 100 from Wilmington to Newport, you can hop onto Interstate 91 and head south again.

When is the best time to see fall foliage on Route 100 in Vermont?

You will see fall colors on Route 100 from late September through most of October. October is the busiest month for tourists in Vermont, who come from all over to see the leaves change.

The speed limit on Route 100 varies wildly from 25 mph in town centers to 50 mph between towns, so no matter what time of year you plan to drive it, plan on taking your time!

Will we have access to amenities on Route 100?

Yes! One of the most beautiful things about a Vermont Route 100 road trip is that you travel through the Green Mountain National Forest and the mountains, but you’re never very far from a village or town, which means you’ll have easy access to gas stations, grocery stores, hotels, and campgrounds.

What to Pack for Your Vermont Route 100 Road Trip

Not sure what to pack for your Route 100 Vermont fall foliage road trip? Keep it casual! You’ll be doing a lot of outdoor adventuring, and even the in-town activities (shopping, museums, and restaurants) don’t require fancy duds.

One thing you won’t find much of on Route 100 is nightlife, so leave the fancy dress and high heels behind. Here are some more packing must-haves to help you make the most of your trip.

• Activewear . Nothing heavy-duty, but you’ll be spending some time outdoors and you want to be comfy. Opt for sturdy non-cotton pants ( like these ) and a breathable, moisture-wicking shirt. I love Merino wool shirts because they keep you cool when it’s hot out and warm when it’s cold out, plus they don’t stink like polyester blends and they dry quickly.
• Sturdy shoes . Again, you want your feet to take you wherever you need to go. Rugged trail shoes or waterproof hiking boots would be my suggestion.
• Jacket. Vermont’s weather is fickle, especially in the mountains. For fall travel, pack a down puffy jacket and a wool hat .

What’s your favorite fall foliage road trip in Vermont? Share it with our readers in the comments below.

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Tara Schatz is a freelance writer and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers , an American road trip blog. She is also the co-author of the 3rd edition of AMC’s Best Day Hikes in Vermont, released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.

Bruce Cripps

Tuesday 30th of January 2024

Live in UK - planning New England vacation in October - driving Boston > Cape Cod > Kennebunkport > Jackson NH > Woodstock via Route 100 > Stockbridge via Route 100 > Boston.

Booked to stay in Woodstock for 2 nights and would like to identify best scenic drives around Woodstock. Have tried and failed to make contact with Woodstock Visitor Centre. Can you please make recommendations or direct me to the best source/s.

Many thanks.

Tara Schatz

Hi Bruce, There are lots of gorgeous back roads just south and north of Woodstock, and while cell service is spotty in much of Vermont, my GPS has never let me down around Woodstock. Go to Sugarbush Farm to taste cheese and maple syrup, drive through the Village of Pomfret, and visit the covered bridges. Here's a link to a map of the covered bridges in the area. https://www.google.com/maps/d/viewer?mid=1rccS98vMbkFrUPbGEvCscRfssRRo5Ps&usp=sharing

Sunday 1st of October 2023

Indigenous peoples day? Do you mean Columbus’ day? Gimme a woke break…

Saturday 7th of October 2023

@Norbert, By "woke" do you mean educated? Columbus didn't discover America. People were already here; people he brought disease, violence and slavery to. Take the time to inform yourself, including about Columbus and the Taino.

Wednesday 4th of October 2023

Like it or not, Indigenous Peoples' Day is the official state holiday in Vermont. Take up your issue with the state...

Robert Vinck

Sunday 22nd of May 2022

Hi, what airport is the closet when we are done with the Itinary?

Hi Robert -

If you are heading north from Wilmington to Newport, Burlington International Airport (BTV) is about two hours away. A night in Burlington would make a great last day/night of the itinerary too.

Friday 11th of March 2022

Very useful information thx!

How To Plan Your First New England Fall Foliage Road Trip: Dates, Places + Itinerary

by Mark and Kristen Morgan

Published: August 23, 2021

Updated: August 20, 2024

There are many places you can visit in the world to see leaves transform into vibrant yellows, oranges, browns and reds. But those places pale in comparison to the US northeast’s New England, where science and nature combine to dazzle visitors with an extraordinary light show each year. We’ve driven two New England fall road trips for a total of 6 weeks, and we can honestly say they’re some of the best weeks we’ve had since we began traveling full time in 2018. In this comprehensive guide we explain everything you need to know about planning your first New England fall road trip itinerary, based on our extensive experiences. We’ll show you the dates you should travel, the places you should visit and itineraries for 5, 7, 10 and 14 days.

Our Experience

So you know we’ve spent a lot of time in New England during the fall foliage season. But where did we go and how did we plan our trips?

2020 : We spent the last few days of September and the first 2 weeks of October driving a lot of miles through New York, Vermont, New Hampshire and Maine. We tried to fit in every place on the map, so we were constantly on the move. It was amazing but it was also exhausting. We included Acadia and even coastal towns like Boothbay Harbor and Portland, along with popular fall foliage spots like Stowe, Woodstock and Franconia.

2023 : We learned our lesson! Instead of trying to cram, we focused mainly on Vermont and New Hampshire for almost 4 weeks. They were the two states we enjoyed most from our first trip because they had the quintessential rolling hills, dense forests, quaint towns, fun hikes and stunning photo spots we expected from a New England road trip in fall. We also did a few days in New York at the beginning and a few days in Massachusetts at the end. Now, we did not have peak fall colors for our whole trip, but we knew that would be the case. The goal was to slow down and spend more time in each place.

Using the knowledge we’ve gained, we’re going to help you plan your own road trip in this guide. But if you’re a serious planner like us, don’t forget to take a look at our popular New England fall road trip guidebook which goes into far greater detail with maps, itineraries and much more.

The Science Behind Fall Colors

First things first, you absolutely want to plan your trip so that you’re in New England for peak fall foliage colors. The peak is a small window of around 3-5 days when the colors are most vibrant in any given place. But each place has a different peak time and it’s very hard to predict. So what did we know about the science behind fall colors to give us the best chance of being in the right place at the right time?

Well, we knew that fall colors peak in the north first and then slowly work south. For instance, New England’s peak fall foliage season is a few weeks before the Blue Ridge Parkway’s peak season because that region is much further south. We also knew that elevation played an important role. Colors change first in the mountainous regions of New England before they do at lower elevations.

But the most important aspect each year is the weather conditions leading into autumn. The timing of peak colors can be impacted by climate events like a late spring or an intense summer drought.

In addition to latitude, elevation and weather conditions, there are more specific conditions once we reach autumn:

• Soil moisture levels
• Amount of sunlight during the day
• Length of night
• Day and night temperature (important)

So what are the perfect conditions for peak fall colors being their most radiant and predictable?

• Wet and warm spring conditions
• Summer without drought or unusually high/low temperatures
• Warm autumn days and cool but not freezing nights

And what causes the colors to change once conditions are right?

Sunlight pumps leaves full of chlorophyll during spring and summer. Once daylight wanes in autumn, so does the amount of chlorophyll. That leaves room for other pigments in the leaves, such as anthocyanin and carotenoids to shine. And that’s when you see the vibrant colors.

Prioritizing Vermont + New Hampshire

New England contains 6 states: Connecticut, Rhode Island, Massachusetts, Maine, New Hampshire and Vermont. In autumn, the entire region transforms into an adventure playground for leaf-peepers and passionate photographers. But there are two states that we think you have to prioritize when planning your first New England fall road trip, especially if you’re short on time:

• Vermont : Rolling hills overflowing with charming rural towns, barns and covered bridges. The state is 80% covered in forest and that can only mean one thing, spectacular fall foliage everywhere you look. We think it’s the most photogenic place in New England.
• New Hampshire : Mountains, hikes and dramatic scenery. We think it’s the best place in New England for outdoor activities and hiking during the fall foliage season, and it even has a wonderful mini road trip called the Kancamagus Highway.

In our opinion, Vermont’s Green Mountains and New Hampshire’s White Mountains have the best scenery, colors, towns, hikes and photo spots. We also love New York’s Adirondacks (which technically isn’t in New England, gasp!) and think it’s the next best place to visit. And we also really like Acadia but it’s a long way from the core foliage areas in Vermont and New Hampshire.

You also need to make a decision about whether you want to focus on fall foliage destinations only, or combine the major fall spots with popular New England coastal cities like Boston, Portland and Providence.

We know there’s more to New England, but you should stick to inland Vermont and New Hampshire if you’re visiting primarily for the fall colors. If you do decide to tag on some days in the cities or coastal towns during peak foliage dates, you’ll have to compromise on the places we’ll cover in this guide.

What If You Have More Time?

If you have 10 days or more, you might want to consider tagging on one or two places in New York, Maine or Massachusetts. We recommend Lake Placid, NY and Acadia, ME above all other places. They offer the most bang for your buck based on the extra driving and organizing you’d have to do to accommodate them.

Lake Placid isn’t too far from Burlington and Stowe in Vermont, so it’s easy enough to include in your itinerary. Conversely, Acadia is a long way from the core foliage areas in Vermont and New Hampshire, but it’s a fantastic national park so it’s worth the effort. Our advice is to only include Acadia if you have enough time or you desperately want to see the park, otherwise leave it for another trip.

Lastly, we drove the Mohawk Trail (US-2) in Massachusetts at the end of our second New England fall road trip. It was nice, but it wasn’t as great as the other places we’ve already discussed. Maine is beautiful in the fall season but it’s enormous so you’d end up losing a lot of time driving between places.

New England Road Trip Dates For Peak Fall Colors

It’s near impossible to come up with the exact dates for a perfect New England peak fall foliage road trip itinerary. But you can give yourself the best shot by being savvy.

Here’s why dates are hard to plan:

• You can’t predict the dates for peak colors. So how do you know when to book hotels for each place?
• You can only be in one place at any given time. If Lake Placid, Stowe and Franconia have peak colors at the same time, how do you choose where to be and when?

But here’s how you can be savvy:

• You can follow the peak fall colors from north to south. If you’re lucky with your dates, you’ll start with the peak and follow it down. This is best case scenario and it’s why we always start our New England fall road trips furthest north and work south.
• Historical data can be used to play the percentages. Look at when places have peaked in the last 10 or 20 years, draw and average and aim for that date. It might not end up working, but it’s at least an educated guess rather than a stab in the dark.

Historically, the last 2 weeks of September and the first 2 weeks of October are when the colors change in New England. That means the middle of September in the far north of Maine and at altitude. And it means the middle of October in the lower lying regions of southern New England. So that would put October 1st in the middle and therefore a peak fall foliage target for northern Vermont and New Hampshire.

Here are the exact dates we recommend you aim for:

• 5 day trip : September 29-October 3
• 7 day trip : September 28-October 4
• 10 day trip : September 27-October 6
• 14 day trip : September 26-October 9
• 21 day trip : September 23 – October 13

Note : Search online for foliage trackers in the weeks leading up to your trip. They won’t be exact, but they will take live conditions leading into fall into account.

Should You Book In Advance?

We’ve always said the hardest part about planning a New England fall road trip is deciding whether to book in advance or book it all last minute. We booked last minute in 2020 and we booked the whole thing in advance in 2023. Both had pros and cons.

Booking last minute:

• Pros : Monitor live fall foliage trackers to guarantee hitting peak colors, itinerary flexibility to combat bad weather days, can choose how long to stay in each place.
• Cons : Limited hotel availability, higher hotel prices, stressful having to find and book hotels each night on the go.

Booking in advance:

• Pros : Don’t have to worry about planning on the go, can book better and cheaper hotels months earlier, far more relaxing.
• Cons : Lose all itinerary flexibility, risk not seeing peak colors, tough luck on bad weather days.

So in the end it comes down to your personal travel preferences. Are you willing to sacrifice flexibility to have it all planned before you arrive into New England? We can honestly say of all the people we met on both trips, it was 50/50 between people booking in advance and last minute.

Need help planning your New England road trip?

Our popular New England fall travel guidebook helps you with planning every aspect of your road trip, including the best places to stop, where to see fall colors, where to eat and stay, itinerary ideas and map!

Places To Visit On A New England Fall Road Trip

Let’s move onto the fun part, choosing which places you’ll add to your itinerary. Now, there’s a bunch of great spots to visit all across New England. But you might have a different style to the next visitor, so we think it’s important to cover various types of destination so you can pick the best places for your preferences. For instance, some are relaxing but others are adventurous.

Personally, we think there are certain places that absolutely should not be missed. But that’s because we’re hikers and photographers, both of which may or may not interest you. So instead of listing just the spots we like the most, we’re going to show you a total of 15 places to consider including into your itinerary, then you can decide for yourself. We’ve been to all of them, which you can see in our photos below.

1. Acadia National Park, ME

Acadia is one of our favorite US national parks . We love its short but steep hikes leading to magical views over lakes, rolling hills and the ocean. It also has lots of great photo spots and it does transform into a stunning fall foliage destination. We saw vibrant colors from mountain summits, carriage roads, the park loop road and especially around Jordan Pond. Our favorite hikes were Beehive Trail and Precipice Trail .

The problem with Acadia is figuring out how to make it fit into your New England fall road trip. It’s awesome, but it’s also 200 miles from the nearest place we cover in this guide, North Conway. We drove across to Acadia in 2020, before driving the coast to Boothbay Harbor and Portland. They were all great, but Acadia was so busy and we missed out on peak foliage colors in Vermont and New Hampshire. In hindsight, we’d have saved the coast and Acadia for a separate trip.

Things to do:

• Hike the best Acadia trails
• Walk around Jordan Pond
• Drive the park loop road
• Visit Bass Harbor Head Lighthouse
• See waves crash at Thunder Hole
• Watch sunrise at Cadillac Mountain

READ : What you can’t miss in Acadia

2. Burlington, VT

Burlington is a fun college town that might appeal if you’d prefer to stay in a lively part of New England, rather than a quaint and quiet town. You can eat and drink along the famous Church Street, walk along the shores of Lake Champlain, visit museums, taste chocolate and even cycle along a causeway cutting through the lake. We visited Burlington on both our road trips, and we enjoyed our time but we didn’t stay for long.

You can see fall colors at Ethan Allen Homestead, but it’s not a classic New England fall foliage destination so only plan to stay here if you want to include a bit more of a built up area into your itinerary for a night or two. We struggled to book hotels in Burlington because they are very limited and expensive in the fall, so you might need to look in surrounding areas like Colchester for cheaper rates.

• Eat, drink and soak up the atmosphere along Church Street
• Walk through Waterfront Park alongside Lake Champlain
• Cycle the Island Line Trail to Grand Isle
• Explore Ethan Allen Homestead
• Stand on top of Ethan Allen Tower for fall foliage views
• Taste chocolate at Lake Champlain Chocolates flagship store

READ : Top things to do in Burlington VT

3. Crawford Notch State Park, NH

Crawford Notch is a hugely underrated state park located between Mount Washington and North Conway in the White Mountains. We missed it on our first road trip, but after researching more thoroughly for our second road trip we knew we couldn’t miss it. The star attraction is a 3-mile roundtrip hike with less than 1,000 feet elevation gain to the summit of Mount Willard.

So we hiked up to Mount Willard and the views were truly outstanding. If you’re a hiker and you’re looking for off the beaten path trails with great views, you should include Mt Willard into your New England fall road trip itinerary. We also hiked Arethusa Falls Trail, which was great but not essential by any means.

• Hike Mount Willard Trail
• Hike Arethusa Falls Trail
• Visit Willey House

4. Franconia Notch State Park, NH

Franconia Notch State Park has 2 places you simply can’t miss. First is Artists Bluff, a very short but steep hike leading to a summit with sensational views. We’d actually say it’s one of the most iconic fall photo spots in New Hampshire. And the second is Flume Gorge, a 2-mile walk through narrow gorges, forested paths and waterfalls. Our favorite part of Flume Gorge is the picturesque Flume covered bridge.

There are more things to do in the area, but these are the two things you should prioritize. We’ve done both twice, and we’d do them again next time. And a bonus tip, when you hike Artists Bluff we advise you to complete the loop with Bald Mountain for more amazing views over Echo Lake. Franconia Notch is definitely one of our favorite parts of the core New England fall road trip route.

• Hike Artists Bluff Trail
• Walk through the popular Flume Gorge
• Take the Cannon Mountain Aerial Tramway
• Hike lots more trails

5. Kancamagus Highway, NH

The Kancamagus Highway is a magnificent 35-mile scenic drive through New Hampshire’s White Mountains. It’s loaded with far reaching vistas, great hiking trails and cozy riverside picnic spots. But you absolutely don’t have to hike to see the best bits along the route, it’s main highlights are accessible for everyone.

Despite only being 35 miles long, we recommend you allow at least 4 hours to drive the Kancamagus Highway. And plan for longer if you’ll be hiking. Stop as often as you can because this is pure fall foliage bliss, especially if you hit it at peak. We’ve driven it twice and it’s easily one of our favorite parts of the New England fall road trip route. You shouldn’t miss it.

• Stop at the many scenic vistas
• Hike to Sabbaday Falls
• Walk on the Rocky Gorge boulders
• Hike Mount Chocorua
• Photograph Russell-Colbath House
• See the Albany Covered Bridge

READ : How to drive the Kancamagus Highway in fall

6. Keene, NH

Keene is a small but vibrant and attractive city in southern New Hampshire. It has a great downtown area with highly rated restaurants and it’s surrounded by quaint covered bridges. We missed this area first time around, but after learning that nearby Mount Monadnock was one of the most hiked trails in the world, we couldn’t miss it on our second road trip and Keene was the perfect place to use as a base.

Mt Monadnock via White Dot and White Cross is a fun and challenging trail leading to sensational 360 degree summit views. It instantly became one of our favorite hikes in the US northeast, so we highly recommend including Mt Monadnock into your itinerary if you enjoy hiking. You’ll need to buy a hiking permit in advance, but it’s well worth it.

• Hike Mt Monadnock
• Drive south to covered bridges
• Relax in town

7. Killington, VT

Killington is the most popular ski resort in New England, so it’s peak season is winter. But it’s also a magical fall foliage destination because the mountain resort is surrounded by nothing but trees in all directions. We prioritized nearby Woodstock first time around, but we decided to spend a night at the mountain resort second time around and we’re so glad we did.

When you spend your trip in jam-packed places like Stowe and Woodstock, it’s nice to have a break, sit back and soak up the tranquility in a place like Killington mountain resort. We sat in the Grand Resort Hotel’s outdoor hot tub staring at mountain slopes covered in deep reds and oranges for hours, then the next morning we flew our drone at sunrise to capture photos with soft light. Highly recommend!

• Take a day off and recharge
• Stay at Killington Grand Resort Hotel
• Eat on the mountain road
• Cable car to Killington Peak
• Mountain biking in the forest
• Hike to Thundering Brook Falls

8. Lake Placid, NY

Lake Placid is a charming four season mountain resort village in the heart of New York’s Adirondack Mountains. Although it isn’t considered New England, we’ve started both our fall road trips in Lake Placid and we will do the same again next time because it’s awesome. There’s a ton of great things to do nearby, including mountain drives, hikes and even Olympic history.

If you’re looking for a relaxing road trip with few activities, don’t bother with Lake Placid. But if you prefer to visit places overflowing with attractions and hikes, you should seriously consider making the extra effort to fit it in. Other than Stowe, we’d say Lake Placid is the best town on the New England road trip route to use as a base for adventurous outdoor activities.

• Walk around serene Mirror Lake
• Tour the Olympic ski jumping complex
• Visit John Brown barn
• Drive Whiteface Mountain auto toll road
• Take the Cloudsplitter cable car to Little Whiteface
• Walk through picturesque High Falls Gorge
• Hike Mount Marcy , the tallest peak in New York
• Visit the Olympic Museum

READ : The things you can’t miss in Lake Placid NY

9. Lake George, NY

Lake George is definitely a bit of a wildcard entry into our list. We spent a few days here at the very beginning of our second New England fall road trip, before going to Lake Placid. Now, it’s a lovely spot, there’s plenty to do and we enjoyed it. But for us Lake George is not a quintessential fall foliage destination.

It’s a slow pace kind of place, so it’ll be a great addition to your itinerary if you’re going with a relaxing, easy going road trip theme. But don’t bother if you prefer places with lots of outdoor adventure or if you just want to see the core foliage spots. Our favorite activity was the Lake George cruise with audio tour, closely followed by Fort William Henry Museum.

• Take the Lake George steamboat
• Visit Fort William Henry Museum
• Relax at the beach
• Drive up to Prospect Mountain summit
• Hike Shelving Rock Falls

10. Lake Winnipesaukee, NH

Lake Winnipesaukee is a popular New England vacation spot for tourists and locals year round. The lake is surrounded by trees, which means stunning colors light up its shoreline during peak fall foliage. What sets Lake Winnipesaukee apart is that it has 4 very different towns to visit: Meredith, Weirs Beach, Laconia and Wolfeboro. It also has a fantastic hike to Mt Major for awesome lake views.

We spent 3 full days driving the 81 mile loop road around the entirety of the lake. In that time we took to the waters aboard M/S Mount Washington, played arcade games, visited Castle in the Clouds and hiked to Mount Major. The hike is excellent, so don’t miss it. We also took the scenic railroad which we think is great for kids but not for adults. We liked Meredith the most out of the towns, so book your hotel there.

• Cruise on M/S Mount Washington
• Visit Castle in the Clouds
• Tent a boat for the day
• Visit the Belknap Mill Society
• Ride the Lake Winnipesaukee scenic railroad
• Play arcade games in Weirs Beach
• Hike Mount Major Trail
• Visit the Wright Museum of World War II

11. Manchester, VT

Manchester is located in the heart of Green Mountain National Forest. It’s a small and quaint town enveloped by rolling hills covered in trees, so this is another unmissable stop for your New England road trip in fall. One of our favorite things to do in Manchester is simply drive around narrow roads in the area looking for great photo spots of the colors. Some of our most unique fall foliage photos are from this part of the Green Mountains.

Manchester can be split into an old historic district and a newer modern resort town. The newer part is livelier and closer to amenities but the historic district is quieter, prettier and more colorful. Two of our favorite hotel experiences across both our trips were here, first was the luxurious The Inn at Manchester and second was the budget friendly but fantastic Arcady Mountain Motor Lodge. We drove the auto toll road to Mount Equinox but Hildene was closed both times we were in town.

• Drive Skyline Auto Toll Road to Mount Equinox
• Explore Hildene , the Lincoln Family Home
• Walk around Manchester Historic Village District
• See the American Museum of Fly Fishing Museum
• Buy a book in Northshire bookstore
• Visit nearby covered bridges
• See the Bennington Battle Monument
• Visit Robert Frost stone house museum
• Hike Lye Brook Falls Trail

READ : Unmissable things to do in Manchester VT

12. Mount Washington, NH

Standing at a towering 6,288-feet, Mount Washington is the tallest peak in northeastern United States. It’s renowned for wild and unpredictable weather, including the recording of a world record wind speed over 230 mph. You can hike, drive or take a cog railway to reach the summit of Mt Washington. The colors were vibrant for our first visit in 2020 but it rained heavily. And for our second visit in 2023 we had a beautiful sunny day but the colors weren’t at peak. That’s just the way it goes sometimes.

We’d love to hike it one day but we didn’t have time. We also considered the cog, but tickets were expensive and only middle seats were available so it wasn’t worth it. So we drove up instead, which was equal parts incredible and terrifying! But it was definitely worth it to stand on the summit. The views are immense in all directions, plus there’s a bunch of great educational exhibits about the mountain. We highly recommend you get up to the summit one way or another.

• Hike to the summit via Tuckerman Ravine Trailhead
• Or hike from Ammonoosuc Ravine Trailhead
• Drive Mt Washington Auto Road to the summit
• Take the Cog Railway to the summit
• Visit nearby Glen Ellis Falls

13. North Conway, NH

North Conway is a popular place to use as a base for exploring the White Mountains. It’s on the east side of the Kancamagus Highway, and it’s not far south of both Mt Washington and Crawford Notch State Park. We stayed there on both our trips because it made sense logistically. But it also has great restaurants, a few fun attractions and a tax-free shopping outlet.

We visited Echo Lake State Park, Cathedral Ledge Lookout and Diana’s Baths. Of the three, we recommend Diana’s Baths. We also took the cheapest route on North Conway Scenic Railroad, which wasn’t great. With that said, there is a special fall foliage route which looks much better, but it’s also more expensive. The nearby small town of Jackson is also worth visiting to see covered bridges.

• Hike to Diana’s Baths
• Drive to Cathedral Ledge Lookout
• Visit Echo Lake State Park
• See covered bridges in Jackson
• Shop at the outlet mall

14. Stowe, VT

Stowe is arguably the most unmissable place to visit on a New England fall road trip. We love Stowe because it has fun hikes, scenic drives, waterfalls, stunning photo spots, great restaurants and awesome breweries. So it really ticks a lot of boxes. There’s a handful of New England fall foliage photos that you’ll see in every calendar, and Stowe’s white church is one of them. We recommend you photograph it from Salon Salon and Sunset Rock. And don’t miss a drive through the scenic Smugglers Notch, it’s awesome.

Stowe consists of three different areas: Downtown, Mountain Road and Stowe Mountain Resort. Downtown is nice to walk around and the Mountain Road is where you’ll find most hotels, restaurants and breweries. The Mountain Resort is where you’ll find Mount Mansfield, which you can drive, hike or take a gondola. We did the gondola first which was expensive and there’s not much to do at the end unless you hike up a steep trail to the summit. So we also drove the auto toll road and then hiked a gentle trail across the ridge which was amazing.

• Photograph Stowe church
• Drive Mt Mansfield auto road
• Take the SkyRide Gondola to Mt Mansfield
• Hike Mt Mansfield nose to chin
• Drive through Smugglers Notch
• Take a walk on Stowe Rec Path
• Ride a bike through Lamoille Valley
• Hike to Bingham Falls
• Hike to Moss Glen Falls
• Visit von Trapp Brewery
• Don’t miss the other breweries

READ : What you cant miss in Stowe VT

15. Woodstock, Vermont

Woodstock is the most picturesque and charming town you’ll visit on your New England fall road trip. It’s not adventurous but it’s extremely attractive, so this is a place to relax and pull out your camera. Two more photos you’ll find on every New England fall calendar are Sleepy Hollow Farm and Jenne Road Farm near Woodstock. Unfortunately, the roads to those farms were closed when we visited in 2023 because inconsiderate tourists were littering and even entering the properties, which is a real shame.

But the whole town of Woodstock is photogenic, so walk around the streets, find lots of covered bridges, see the cows at Billings Farm, visit Marsh Billings Rockefeller park and maybe even hike up to a Woodstock viewpoint at Mt Tom. You should also visit nearby Quechee. Woodstock is one of the most expensive places to stay in New England, but you might get a good price if you book way in advance. We’d love to stay at the Woodstock Inn but it’s not cheap!

• Walk around the charming town
• Photograph Jenne Road Farm and Sleep Hollow Farm
• Visit the various covered bridges
• Explore Marsh Billings Rockefeller Park
• See Jersey dairy cows at Billings Farm and Museum
• Visit nearby Quechee Gorge and village

READ : Fun things to do in Woodstock VT

Itinerary Considerations

Okay, so you know the best places to visit but how do you string them together to plan an efficient New England fall road trip itinerary? Well, everyone will have different ways of traveling based on things like hiking or not hiking, budget, preferring cities over villages and most importantly time frames.

So we’re going to cover two different itinerary ideas for 5 days, 7 days, 10 days and 14 days to give you lots of options and references to work with. The first itinerary for each time frame assumes flying into Montreal (or another airport further north) and out from Boston (or NYC), and the second itinerary assumes flying into and out from Boston (or NYC). This should cover most visitors.

Here are a few questions to ask yourself before we get into the itinerary ideas:

• How many days do you have available for your trip?
• Which places are top of your list? Vermont? New Hampshire? Acadia?
• Are you in New England primarily for fall colors?
• Or are you focused on hiking with foliage as an added bonus?
• Do you want to book accommodation in advance or take it day by day?
• Will you stay in towns or remote rural areas?
• What is your budget? Can you afford to splurge on activities?

Remember, the itineraries below are just examples. Use them to help plan your route, but adapt them to suit your style of travel. For instance, we like to see and do as much as we can when we travel, whereas you might prefer to take things slow and spend more time in each place. Note : We cover 15 different itinerary ideas in much greater detail in our New England fall guidebook .

5 Days New England Fall Road Trip Itinerary

We’ll be honest, 5 days isn’t a lot of time to get through much. You have 2 choices, either spend your trip in just a few places or drive a lot to pack in as much as you can. We’d do the latter, so here are two different ways to plan a 5 day trip:

Itinerary 1: Stowe VT to Manchester VT

• Day 1 : Stowe
• Day 2 : Franconia Notch and Crawford Notch
• Day 3 : Kancamagus Highway
• Day 4 : Woodstock
• Day 5 : Manchester

This itinerary hits the major fall foliage spots in both Vermont and New Hampshire in just 5 days. You won’t have long in each place and there’s a fair bit of driving involved, but you’ll see the best bits.

Itinerary 2: Lake Winnipesaukee to Manchester VT

• Day 1 : Lake Winnipesaukee
• Day 2 : Kancamagus Highway and Franconia Notch
• Day 3 : Stowe and Burlington
• Day 4 : Lake Placid
• Day 5 : Woodstock and Manchester

This itinerary has even more driving and even less time in each place. But it takes in 3 more places than the itinerary above. We’d cut Lake Winnipesaukee first if we wanted to free up more time somewhere else.

7 Days New England Fall Road Trip Itinerary

With a week you can relax a bit more, but we’d still stick to those core fall foliage spots to save losing time on longer drives. Here are two different ways to plan a 7 day trip:

Itinerary 1: Lake Placid NY to Manchester VT

• Day 1 : Lake Placid
• Day 2 : Stowe
• Day 3 : Franconia Notch
• Day 4 : Mt Washington and Crawford Notch
• Day 5 : Kancamagus Highway
• Day 6 : Woodstock
• Day 7 : Manchester

This itinerary is action packed but it covers the best spots in a week. You can accomplish quite a lot with one full day for each stop, so this is a great route to follow if you have 7 days and prefer to fit in as much as you can.

• Day 2 : Kancamagus Highway
• Day 3 : Franconia Notch and Stowe
• Day 4 : Burlington and Lake Placid
• Day 5 : Lake Placid and Woodstock

This itinerary shows how you can split up certain places into half day visits. Combining stops can significantly increase your efficiency if you’re shorter on time. Again, we’d cut Lake Winnipesaukee first if we wanted to free up another day.

10 Days New England Fall Road Trip Itinerary

Having 10 days available is when you start to get into the more difficult decisions like including Acadia or Keene for Mt Monadnock versus spending more time in each of the core spots. Here are two different ways to plan a 10 day trip:

• Day 3 : Stowe
• Day 4 : Franconia Notch and Crawford Notch
• Day 5 : Mt Washington
• Day 6 : Kancamagus Highway
• Day 7 : Woodstock
• Day 8 : Woodstock and Killington
• Day 9 : Manchester
• Day 10 : Manchester

This itinerary gives you more time in the most popular fall foliage spots like Stowe, Woodstock and Manchester. This is how we would do 10 days if seeing the fall colors was our top priority.

Itinerary 2: Acadia ME to Keene NH

• Day 1 : Acadia
• Day 2 : Acadia
• Day 3 : North Conway and Crawford Notch
• Day 4 : Mt Washington
• Day 5 : Kancamagus Highway and Franconia Notch
• Day 6 : Stowe
• Day 7 : Stowe
• Day 8 : Lake Placid
• Day 9 : Lake Winnipesaukee
• Day 10 : Keene

This itinerary is how we would spend 10 days if hiking was our top priority. It involves and awful lot of driving, but this route has amazing trails at each of the stops.

14 Days New England Fall Road Trip Itinerary

Two weeks gives you a good balance between being able to see more places at a slower pace and also keeping costs at a reasonable level. Although an even longer trip would be great, you do start to get into the super expensive trip category. Here are two different ways to plan a 14 day trip:

Itinerary 1: Lake Placid. NY to Keene NH

• Day 2 : Burlington
• Day 4 : Franconia Notch
• Day 6 : Mt Washington
• Day 7 : Acadia
• Day 8 : Acadia
• Day 9 : Acadia
• Day 10 : Lake Winnipesaukee
• Day 11 : Woodstock
• Day 12 : Woodstock and Manchester
• Day 13 : Manchester
• Day 14 : Keene

This itinerary hits plenty of great spots at a quick pace and it includes Acadia. Three days in Acadia might sound a lot but remember it’s a 4 hour drive there and back to pick up the route.

Itinerary 2: Lake Winnipesaukee to Keene VT

• Day 2 : Franconia Notch
• Day 5 : Stowe
• Day 7 : Burlington
• Day 8 : Burlington and Lake Placid
• Day 9 : Lake Placid
• Day 10 : Lake Placid and Woodstock

This itinerary doesn’t include Acadia so you can see how much more time that gives you in places like Lake Placid and Stowe. We think this route has a fantastic mixture of hiking, photo spots, relaxing and limited driving.

Planning Tips

• It’s logistically better to start in the north and work south
• Drive VT Route 100 from Woodstock to Manchester
• Booking hotels in advance is cheaper but you’ll lose flexibility
• Plan your trip around a core of places you like the look of
• Pack for all types of weather
• We had a very rainy first trip and a very sunny second trip
• Always carry lots of water and snacks in the car
• Try to find elevated vantage points as often as possible
• Some of the most unique fall photos are along rural country roads
• Take multiple spare batteries and SD cards for your camera
• Read our road trip packing essentials guide
• You can use a drone in certain parts of New England
• Don’t worry too much if you miss peak colors
• Read our road trip planning guide

The Morgan Conclusion

What we like : We absolutely love how photogenic New England is in the fall. It’s such a diverse road trip route with great places to hike and take photos. Vermont and New Hampshire in particular are stunning when the colors turn. We really like the towns of Stowe, Woodstock, Manchester, Lake Placid and Keene. They’re great places to spend a night or two along the way.

What we don’t like : The weather can be hit or miss, it rains a lot and without flexibility that can put a real damper on the experience. Hotels are limited and expensive in many of the towns along the route, especially when left until the last minute. Places like Stowe and Woodstock are jam-packed during the peak fall foliage weeks, which can make it slightly less fun.

Is a New England fall road trip worth it? Yes, New England in fall is one of the most memorable road trip routes you can drive in the US. It’s beautiful, rural, picturesque, and it’s filled with quirky attractions and great hikes. After spending almost 6 weeks driving around New England in the fall, we can confidently say it’s one of our favorite road trip destinations.

More From New England

• Fun things to do in Burlington VT
• Top things to do in Woodstock VT
• Best Kancamagus Highway stops
• How to visit the Flume Gorge
• Top things to do in Lake Placid NY
• Unmissable things to do in Stowe VT
• Top things to do in Manchester VT
• Fun Acadia National Park activities

We hope this New England fall foliage road trip guide helps you plan the perfect leaf-peeping vacation!

Please let us know if you have any questions in the comments below.

Happy Travels,

Mark and Kristen

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Mark and Kristen Morgan are travel, hiking and photography experts. Over the last 6 years traveling full time, they have explored more than 40 countries and 30 US states.

Where Are Those Morgans has been featured in USA Today, Gestalten, Get Your Guide, CityPASS and Condé Nast Traveler along with various other publications. Read more about us .

29 thoughts on “How To Plan Your First New England Fall Foliage Road Trip: Dates, Places + Itinerary”

I really appreciate your compressive guide to New England for travel in the Fall. We have enjoyed most of the areas you mention in years past and loved it. My sister is visiting from Australia at perfect Fall Foliage time so we’re planning to do your 10-day roadtrip this year. I was wondering if you have an App you prefer to use to plan each segment of the roadtrip. I used Roadtrippers earlier this year and found it good, but would welcome your suggestions for a roadtrip App. I plan to download your digital guide as well. Thank you and happy travels.

Hi Sharon, we’re happy to hear you will be visiting New England again and this time with your sister. If you are looking for alternatives to Roadtrippers you could check out Wanderlog which is another useful resource. But to be honest we don’t use any apps for our road trips except for the basic and free Google Maps app. We plot points for attractions, restaurants and hotels as we research before visiting a new place, and we plan ahead so we can really get organized. If you download our digital guide and go to the end, you will find a map we created that will open in your Google Maps app and it already contains the locations for top attractions, foliage photo spots, hikes, restaurants and hotels that we discuss throughout the guide. You can of course see more places but we have preloaded the map with the essential spots to visit around New England in fall. Have a fantastic trip!

@Mark and Kristen Morgan, Thank you so very much for your advice. I downloaded the digital guide to use. So looking forward to this trip and having your guide to get organized makes this a lot less daunting. Keep up the great work and happy traveling.

Hi Sharon, Visiting New England in fall is an amazing trip and you will have a wonderful time! Thanks so much for taking the time to leave a nice comment and downloading our guide. Just let us know if you have any specific questions as we get closer to fall season 🙂

@Mark and Kristen Morgan, I have accommodations booked from Lake Placid to Woodstock. Since we want to add a couple of nights in Boston to walk the Freedom Trail and visit the Boston Tea Party site, would you recommend skipping Manchester, Vermont and going directly to Boston from Woodstock. Or, would we be missing out if we skip Manchester. Appreciate your advice.

Hi Sharon, you will have covered almost all of the best fall spots between Lake Placid and Woodstock. We like Manchester but it isn’t going to ruin your trip if you skip it, especially if you really want to see more of Boston. After 10 days or so you will have had your fill of fall colors anyway, so Boston will be a welcome change of scenery and pace. Have a fantastic time!

I would love a copy of the book as well, to use as we travel Thank you for a wealth of information!

Wow, amazing information, thank you. Have you written it in book form by any chance? I would love to drive with the book on hand for reference.

Hi Helen, you have asked at just the right time. We are currently in the process of creating a digital guidebook filled with key information and itinerary ideas for the New England fall road trip. It will be ready within the next week or so and we will email you once it is live. You will be able to either keep it on your smartphone or print it if you prefer to have a paper copy.

@Mark and Kristen Morgan, I’m using this article to plan our New England fall leaves trip and would also be interested in a copy of your digital guidebook, please. The information you provide is outstanding — thank you! ~ Carol

Thank you, Carol! We’re happy to hear you are planning a New England trip this fall. You can follow this link to see more details about our digital guidebook. If you do purchase the guidebook, remember to open up the map on page 45 when you are in each place to see the best hikes, foliage spots, attractions, restaurants and hotels. And if you have any specific questions, feel free to ask away. Have a fantastic trip!

Hello! What a wonderful site you have given us :). Question…do any of the New England fall road trips include the Berkshires? I would love to include a quick visit to The Mount/Edith Wharton’s home. Thanks, Jo

Thank you, Jo! Yes absolutely, you could easily add The Mount / Edith Wharton’s Home to the end of our 10 day New England fall road trip itinerary because it is just 1 hour 30 minutes drive to the south of Manchester VT (which is the last stop in our guide), before heading back to the Boston / NY airports. It wouldn’t be much of a detour and if you are heading that way you might also want to consider including a short drive along scenic highway 2, also known as The Mohawk Trail. Have a fantastic trip later this year!

Hi There! We are flying into Portland, (Sept 23rd) Maine and flying out of Boston, Mass (October 2nd) We have about one full week for our Fall Foliage road trip. Knowing we arrive Portland and depart Boston, what would you map out for itinerary.

Part II question, I prefer staying at one hotel for a few days and taking day trips as opposed to staying one night in several places.

Would it be wise to stay 3 nights near Acadia Nat’l Park and then 3 nights in New Hampshire (near all of the Franconia State Park and Kancamagus Hwy ?

Hi Erin, yes staying 3 nights in Bar Harbor and then 3 nights somewhere near Franconia Notch sounds like the best idea if you would prefer to stay in one hotel for each part of your trip. You can easily visit the most popular fall foliage areas in VT and NH from Franconia. Depending on how much driving you want to do, you could split your days into Vermont and New Hampshire. So one day you do Stowe, Woodstock and Manchester (the driving in between is just as picturesque as the towns), then another day you do Mt Washington, Kancamagus, Artists Bluff and Flume Gorge (which are all much closer together). Then stop at Lake Winnipesaukee on the way down to Boston. Hopefully the peak colors will be in north / central VT and NH early Oct for your trip – have a great time!

Love your site! we are planning a a Fall Foliage trip for 2023 over our 34th Anniversary. thinking any where from 10 – 14 days from the last week in Sept. to the first week of Oct. We are thinking to end our trip in Boston for a few days. If I followed tour 10 day trip guide would it make sense to fly into Albany, NY and out of Boston. Or are we better off to make Boston a long weekend trip?

Hi Randy, thanks for getting in touch and we’re happy to hear you’re planning a trip to New England next year, congrats on the 34th! Absolutely, flying into Albany and out of Boston makes perfect sense. If you make your trip 14 days total, you can follow the 10 day itinerary in our guide and then spend 2 or 3 days in Boston at the end. Something to consider is whether or not you want to see Acadia NP, it is a stunning place but it’s a long way out from the rest of New England’s top foliage spots. If you don’t include Acadia, you can spend longer in the fall color hotspots of Stowe, Woodstock and Manchester in VT, plus Franconia Notch, Kancamagus Highway and Lake Winnipesaukee in NH. Let us know if you have any more questions and best of luck with planning!

We are planning a trip to Maine in the fall of 2023 for our 40th anniversary for a total of 7 days. We would be interested in mainly leaf peeping,Arcadia NP, sight seeing/boat tours, driving the back roads and easy hikes. I really like the coast. Now that I have run across this post, I am rethinking our trip. What city should we fly into? Do you recommend spending 2 days in Arcadia NP? Should we hit some of the areas you mentioned in NH? I don’t think we have time to do your whole itinerary in 7 days. Your thoughts?

Hi Randi, glad to hear you have a trip planned to Maine for your 40th anniversary – congrats! Honestly, 7 days isn’t enough time to be rushing around New England trying to cram in everything. If you like the coast and you want to do Acadia, why not fly into Portland in Maine and slowly drive up to Bar Harbor via the back roads? Acadia is great but it is touristy and expensive, plus you won’t get the best fall colors (when compared to NH or VT). Boothbay Harbor is a nice place to stop between Portland and Bar Harbor, and you can do whale watching tours right out of the small town. If Portland doesn’t work for flight times or prices, Boston will be your best bet. Let us know if you need any more help before you travel next year.

Hi. I’m glad I found this. We are planning our 50th Anniversary to see Vermont and Maine in late September. Is it possible to stay in one place and drive to see the sights? We don’t want to keep changing hotels. This is a lifetime dream for us. Thank you.

Hi Jan, congrats on your 50th anniversary! Without knowing exactly which places in Vermont and Maine you want to see, it is possible to stay in one place but that would mean quite a lot of time spent in the car. If you have a 50/50 split, maybe stay somewhere in New Hampshire in the middle? Or if you plan to spend more time in VT, stay somewhere just inside VT near the NH border? Somewhere near Franconia NH might be a good fit so you are central to most of the fall hot spots and far enough North to see peak colors at the end of September. Have a great time!

Great article! While planning and researching for our New England Fall Foliage Adventure we saw right away that trying to predict “peak” conditions was a difficult proposition, at best. With that in mind and because we have a bit of time on our hands we decided our adventure would be from mid September to mid October 2022. We have booked all of our accommodations and now it’s all about deeply researching the areas and filling in the days. Finding your well written and in depth blog helped confirm our research was spot on and added to our happiness that we are actually going to pull this off. Plus, now we have an excellent study guide to boot! Bring on the trails, the mountains, the breweries, the lobster, cheese, cider donuts, Octoberfests and even the rain! Thank YOU and keep up the fantastic and insightful work!

Hi Jeff, thanks for getting in touch and we are so happy to hear you have planned a full month up in New England! Your list of activities is spot on – hiking, scenery, fall colors, food and beer … recipe for a perfect trip! Good luck filling in the days and hopefully you’ll get optimal weather conditions leading into the peak, just remember to keep an eye on the peak fall colors tracker when you are on site in New England. Have a wonderful trip!

Hello! This post is really very useful! We are planning to go to New England from September 30th to October 8th (we have already booked our flight from Italy). Since we would like to spend a couple of days in Boston too, do you recommend to begin with Boston and then start our road trip or to do the other way round? We would very glad if you could give us more details! Thanks a lot!

Hi Simonetta, thanks for getting in touch and we’re happy to hear you will be visiting New England this fall! This is a tough question because nobody can predict when “peak” fall colors will be in each part of New England. You can keep an eye on a live peak foliage tracker and book everything last minute, but that is risky as accommodation will book up. So, we would suggest starting with Boston and then driving up as far North as you will go on your trip (ie Stowe in VT or Franconia in NH) and then working down South to follow the peak. Please let us know if you have any more questions and you might even see us up there somewhere this year! Have a great time 🙂

I’m so happy to have found your blog post. I know how much time and effort goes into planning these type of trips, so I appreciate you writing about it and sharing it. We are looking at doing a mix of rural/city for both NH, VT, and ME. Looking closer to a 10 day trip and flexible on the dates. Would you say the hikes are fairly easy, medium, or difficult? Do you think looking into Air BNB’s out there would be better vs. hotels?

Hi Ani, thanks for getting in touch and we’re glad to hear you have a trip planned for VT, NH and ME. There are countless hikes spanning the difficulty range on this road trip route, so you do have a lot of flexibility over how long you want to spend hiking and how hard the trails are. Artists Bluff is short but has a steep climb, so we would say it is moderate but well worth it. Flume Gorge is easy and shouldn’t be missed. Acadia (if you make it that far) has a host of easy through hard hikes. Lake Winnipesaukee has plenty of hikes to suit all. If you’re looking for hard hikes take on Mt Washington or Mt Mansfield, tallest in NH and VT. You’ll likely only be spending one night or a maximum of 2 at any given place so we would say go for hotels. AirBnB’s are great for uniqueness and meeting people but for one night they are always more expensive with cleaning fees / service fees etc. By all means check prices and see if you can find any good deals or special places but we will be sticking to hotels ourselves the next time we are in New England. Let us know if you need any more help and have a fantastic trip!

Great information, love your post! We have never been to New England and would like to go see the fall colors in late Sept. or Oct. We also want to spend some time in Boston and Cape area. We are flexible on dates and number of days in itinerary. We would be interested in some hikes. After looking at you post I’m thinking Vermont and New Hampshire might work after seeing Boston. Can you help with an itinerary? We would be flying from San Diego, CA. Would appreciate any information! Thank You!

Thanks for getting in touch, Marilen – we’ll respond through email so we can provide more information.

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Perfect 1 Week Itinerary for a Vermont Road Trip

If you’re yearning for a peaceful escape in New England, look no further than Vermont. This one-week Vermont itinerary offers the perfect road trip through the picturesque and tranquil state.

Vermont’s unspoiled landscapes and breathtaking scenery make it an ideal destination for those seeking solitude and natural beauty. And if you find yourself with extra time, I’ll also provide options to extend your trip and explore more of what Vermont has to offer.

Vermont rolls out an endless supply of quaint Colonial towns filled with white steepled churches, red barns, red covered bridges, and charming inns.

Vermont is heavily forested, with a green canopy that’s set ablaze with fall foliage. If you’re looking to get away from the crowds and fall back into nature and history, Vermont is the perfect place. And, while you’re there, you can enjoy the excellent farm to table cuisine for which Vermont’s renowned.

Here’s my guide spending 7 days in bucolic Vermont. This 200 mile Vermont road trip itinerary takes you from southern Vermont to northern Vermont. You’ll drive through the Green Mountains and weave through charming hamlets.

I point out all the must visit attractions and towns in Vermont. I give you tips for visiting Vermont, including where to hike, where to stay, and where to eat.

I also add some bonus destinations at the end of the one week Vermont itinerary, in case you want to extend your Vermont road trip from 7 days to 10 days or more.

One Week In Vermont Itinerary

This one week in Vermont road trip itinerary takes you from Brattleboro in southern Vermont to Stowe in northern Vermont. Distances between destinations are relatively short, so you won’t feel rushed.

To begin your trip to Vermont, fly into Bradley International Airport in Hartford. Brattleboro is a 1:15 drive from the airport. Or, simply drive to Brattleboro to begin.

Day 1: Brattleboro

Start your 7 day Vermont road trip in the gorgeous town of Brattleboro in southern Vermont. It’s New England’s most supportive art centric enclave. Artists settled in Brattleboro to escape the high rents of New England’s major cities, while still remaining close.

Brattleboro’s downtown has been revitalized. It’s now full of art galleries, upper story artist studios, and a broad array of art venues.

The Brattleboro Museum & Art Center is housed in a restored railroad depot. It presents 8 exhibitions annually.

Brattleboro also has a performing arts scene focused on classical music. The marquis venue is the Marlboro Music School. Brattleboro hosts the New England Bach Festival, a winter Chamber Music Series, and the Vermont Renaissance Festival (in nearby Vernon). Or you can catch a movie at the Art Deco Latchis Theatre.

If nature calls, Brattleboro offers four seasons of sports. You can ski, snowshoe, and skate in the winter. And swim, bike, hike, and golf in the summer. Be sure to check out the Creamery Covered Bridge, a rare surviving example of a 19th century wooden bridge.

Where to stay in Brattleboro : The Inn on Putney Road, Chesterfield Inn, Treehouse Village Inn

Where to eat in Brattleboro : Mocha Joe’s Cafe, Amy’s Bakery Arts Cafe, Peter Havens, Duo, T.J. Buckley’s

Pro tip : If it’s pottery you’re after, head to Putney just 9 miles upriver.

Day 2: Chester, Woodstock & Quechee Gorge

As you leave Brattleboro, head west on Route 9 and link up with Route 100. You’ll be traveling north along the eastern edge of the Green Mountains.

There are plenty of panoramic overlooks to stop and take photographs. And plenty of cute towns to visit along the way — Grafton, Chester, Weston, Woodstock, and Plymouth.

If you have time for just one, I’d pick Chester or Woodstock. Both are enchanting New England villages.

Either makes a good place to overnight, with farm to table eateries and charming inns. Alternatively, you could just visit and continue on to Killington, depending on your agenda.

Chester is best known for its Stone Village and Chester Village Historic Districts. The Stone Village derives its name from the plethora of granite houses in the area.

Chester Village gives off a classic Federal and Colonial aesthetic. Chester is also home to cute boutiques, art galleries, and some fabulous restaurants.

Woodstock is ridiculously charming, the quintessential New England town. Well preserved thanks to the Rockefeller family, strolling the adorable downtown is an activity in and of itself.

There are plenty of boutiques, craft shops, antique stores, and bookstores. FH Gillingham & Sons is a classic Vermont general store. Don’t miss the cute covered bridge.

For some exercise, you can stop for a hike in Quechee Gorge en route to Killington. It’s a fairly easy (but steep) hike down to the base of the gorge.

If the clear water sparkling in the sunshine entices you, there’s a place to enter the river for a swim. The best views are from the bridge. If you didn’t get cheese earlier, now is the time to stock up at the Quechee Gorge Village

Where to stay in Chester : Inn Victoria, Fullerton Inn, Stone Hearth Inn

Where to eat in Chester : Free Range, Heritage Deli & Bakery, Pizza Stone VT

Where to stay in Woodstock : Fan House Bed & Breakfast, Kedron Valley Inn, Twin Farms, The Woodstock Inn and Reort

Where to eat in Woodstock : Barnard Inn Restaurant, Cloudland Farm, Keeper’s Cafe, The Red Rooster

Day 3-4: Killington

One days 3 and 4 of your Vermont itinerary, you arrive in Killington. The town is Vermont’s largest ski resort. It’s a must visit town on your one week in Vermont itinerary.

Killington is really a year round outdoor playground, no matter the season. The downtown is a bit strip mall-ish and overdeveloped. But the views from Killington Peak are sublime.

When the weather is warm, hit the Adventure Center where you can zip line and take scenic lift rides. The ski trails are also open for hiking. Deer Leap Trail is a 3 mile loop and leads to a pretty view overlooking Pico Peak.

In winter, you can ski, snowboard, fat bike, cross country ski, snow tube, and take sleigh rides. Because of its snowmaking capacity, the slopes usually open in early November and the lifts run to early May. The Grand Spa is a nice way to end your day.

Where to stay in Killington : Mountain Top Inn, Birch Ridge Inn, Killington Grand Resort Hotel

Where to eat in Killington : The Garlic, The Peak Lodge, Choices

Day 4-5: Burlington

You may want to spend another day in Killington, if you’re sporty. But, if not, the next stop is Burlington, land of the poet Robert Frost and known as one of the most livable small cities in the US.

In Vermont, there’s a saying that “you can’t throw a stone without hitting a poet/painter/potter.” As the largest town in a state of small hamlets, Burlington has developed a self contained art scene that’s the envy of many.

To some, Burlington is akin to a mini Seattle — a politically and socially progressive enclave of college students, regional power brokers, and creative minds.

The jewel of Burlington’s art scene is the Fleming Museum on the University of Vermont campus. The museum has a wide range of artworks and artists. In June, you can attend the Arts Alive Festival. The Firehouse Center for the Arts also hosts year round exhibitions and art programs.

If you want to see a show, head to the Flynn Performing Arts Center . It’s a fully restored Art Deco masterpiece. The Flynn hosts concerts, plays, and traveling Broadway shows.

If you want to disappear into nature, take the Robert Frost Interpretive Trail. It’s a short 1.2 mile woodland walk. You’ll find signs with commemorative quotes from his poems, including The Road Not Taken .

If you’re a foodie, Burlington will suit. It outshines much of the US with a bounty of locally grown food. Farm to table eating is a well established tradition. There’s even excellent street food at Farmers and Foragers Food Truck.

>>> Click here to book a craft brewery tour

And Burlington has a wonderful farmer’s market on Saturdays in the summer and fall. There’s everything from organic meats and cheeses to flowers and maple syrup.

Local artisans also sell their wares. The market is a must see if you’re visiting in season.

Where to stay in Burlington : Willard Street Inn, Hotel Vermont, The Essex, Made INN Vermont

Where to eat in Burlington : Bleu Northeast Seafood, Hen of the Wood, Juniper, The Great Northern, Honey Road

Day 6: Day Trip To Shelburne and Lake Champlain From Burlington

On day 6 of your 7 day Vermont itinerary, stay in Burlington another night. Then day trip to your next Vermont destination. Drive south to the Magic Hat Brewing Company .

This establishment sparked the growth of Vermont’s microbrewery scene. You can take a free half hour tour and fill up your own growler with an experimental brew.

Just down Route 7 is Shelburne, an affluent suburb of Burlington. Shelburne’s main attraction is the 19th century Shelburne Farms .

There, you can learn how cheese is made from start to finish. Or wander around the beautiful 1400 acre estate. The farm overlooks Lake Champlain. It’s the perfect place for a picnic, if you’re brought your own provisions or purchased some at the farm.

Lake Champlain is one of the most iconic places to visit in Vermont. It’s the 6th largest freshwater lake in the US. First head to Oakland Park.

Admire the beach and, if it’s warm, go paddle boarding. Then hike up the Island Line Trail to the Burlington Earth Clock. The clock is a beautiful large stone circle created by locals called Circles of Peace .

If you want to hit up another microbrewery, the Switchback Brewery is your go to place in Lake Champlain. Then, hike the 2.7 mile long Red Rocks Park Loop Trail, where you’ll have beautiful views of the mountains and lake.

Day 7: Stowe

Just a 30 minute drive from Burlington brings you to lively Stowe Vermont. New England is awash in winter resort towns.

But Vermont’s picturesque Stowe is an incredible year round destination you can’t help but fall in love with. It’s especially known for its breathtaking fall foliage.

En route to Stowe, make the requisite stop at Ben & Jerry’s Ice Cream Factory . You can tour the facilities and get the low down on how their ice cream is made. Afterward, you can taste some limited-release creations.

Then, on to beautiful Stowe. In the winter, Stowe is a popular ski destination, with Vermont’s tallest peak Mt. Mansfield. If there’s snow when you arrive, hit the slopes or take a sleigh ride.

Come summer, Stowe swaps skiing for hiking, golf, mountain biking, kayaking, swimming, and scenic drives up the winding Auto Toll Road. For a magical experience, you can go hot air ballooning over the Green Mountains.

Where mountainous Stowe really shines is its hiking trails, with a range of options to suit every level of experience. Some take you to towering peaks, others end in waterfalls.

The Stowe Pinnacle Trail is a 2.8 mile hike to a breathtaking summit with mountain views. When you’re done hiking, snack on some apple cider donuts or indulge in a Vermont Maple Sugar Body Scrub at the Snowflake Spa .

Stowe also boasts a romantic and picture perfect downtown. Its white steepled church is the focal point. The tiny Main Street is filled with boutiques, art galleries, crafts stores, and antique shops.

Sample some of the finest cheddar cheese and maple syrup in Vermont. There are also libraries, museums, theaters, and cultural organizations to keep your entertained.

Where to stay in Stowe: Stowe Mountain Resort, Trapp Family Lodge. Topnotch Resort

Where to eat in Stowe: Plate, Cliff House, Bistro at Ten Acres

Extra Time On Your Vermont Road Trip?

If you have more than 7 days to spend in Vermont, there are plenty of other places to add to your Vermont itinerary.

1. Montpelier

Add a day in pretty Montpelier, just 38 miles south of Burlington in northern Vermont. Montpelier is the country’s smallest capital, though it feels like a village. Its quirky spirit has earned it the nickname of “Montpeculier.”

Montpelier has a historic little downtown center and vibrant cultural scene, with shops, cinemas, art galleries, etc. But its main claim to fame is as a base for outdoor activities. Hubbard Park offers miles and miles of hiking trails. On its highest peak, a romantic stone tower offers 360 mountain views.

You can also tour the Vermont State House , visit the Vermont History Museum , browse in Kellogg Library, and sample a maple “creemee” at the Morse Farm Maple Sugarworks .

Where to stay in Montpelier : Inn at Montpelier, High Hill Inn

Where to eat in Montpelier : NECI on Main, Sarducci’s, Kismet

2. Manchester

Or, if you’d prefer to hang out in southern Vermont, you can add Manchester to the beginning of your Vermont road trip itinerary. It’s only 1:30 from Brattleboro. Seated at the base of Mt. Equinox, Manchester has been a popular summer resort since the 19th century.

Manchester boasts stately homes and marble sidewalks. Its Main Street could hardly be more picturesque. The town is also a bastion of outlet shopping, with famed upscale factory outlets doing business in cute Colonial buildings.

One must see site in Manchester is Hildene , the summer home of Abraham Lincoln’s son. Hildene is a beautiful Georgian Revival style mansion, which holds some of the Lincoln’s family’s most precious possessions. The property also features beautiful gardens.

For hiking in Manchester, hit the Mt. Equinox Trail . It’s a 6.8 mile loop that’s both steep and challenging. The views from the summit are worth the arduous climb. But you can also access the summit by car at the entrance to Skyline Drive.

Where to stay in Manchester : Equinox, Taconic Hotel, Wilburton Inn

Where to eat in Manchester : Bistro Henry, Mistral’s at Toll Gate, Mystic Cafe & Wine Bar, Ponce Bistro, The Silver Fork

I hope you’ve enjoyed my one week itinerary for Vermont. You may enjoy these other United States travel guides and itineraries:

• 10 Day Itinerary for New Hampshire
• 25 Most Beautiful Town in New England
• 10 Day Itinerary for Coastal Maine
• Fall Foliage Road Trip in New England
• 3 Day Itinerary for Boston
• 10-14 Day Itinerary for Southwest US
• 10 Day Southern California Itinerary
• 21 Less Touristy Towns on the East Coast
• Best Art Towns on the East Coast
• Best Art Towns in California

If you’d like to spend one week in Vermont, pin it for later.

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Last Updated on July 9, 2023 by Leslie Livingston

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A Vermont Road Trip: 8 Places to Stop on a Drive Through the Green Mountain State

Pick up fresh produce and kitchenware a little ways off the juncture of 89 and 91, and before you hit Burlington's best breakfast spots and dining gems, make a detour to a world-famous brewery or family-friendly farm. Chef Mary Dumont shares some of her favorite spots to hit on her annual trip to VT.

Why she won Because she prepares beautifully intricate dishes using products from her historic New England region and her huge kitchen garden. Born Lowell, Massachusetts; 1974. Experience Jardinière, Campton Place and Elisabeth Daniel, all in San Francisco; Blackbird in Chicago; Sonoma Saveurs in Sonoma, California. How she got started "My family is in the business. My parents had a restaurant, my brother's a chef, my other brother runs a restaurant, my sister owns a restaurant. I wasn't going to cook—I went to Simmons College in Boston for creative writing. Still, look where I ended up." What she loves about her restaurant That it's part of Strawberry Banke, a historical museum with gardens full of heirloom vegetables. "I see varieties that have historical significance. And there's no genetically modified basil." What she loves about Portsmouth "I can stand at the stove and look out one window and see the Atlantic Ocean and look out the other window and see my garden." Next project An after-school program for local kids, who will work in the garden and keep a photo journal. WEB EXCLUSIVE! Read more of our interview with Mary Dumont

As told to Kate Heddings

Our annual drive from Boston to Vermont is only a couple of hours long, but it's such a great drive that we like to take it slow and poke around on our way up north, especially as a break from the frantic pace of our Boston restaurant, Cultivar . It's the last alone time Emily and I get before we spend a whole week with our entire family. That's around 30 people and five dogs, all piled into an old farmhouse that we've dubbed "The House You Can't Break." Our four kids drive themselves up there, so in our Ford Explorer, it's just me, Emily and our two dogs, Molly and Addie.

The drive through Vermont is so beautiful and there are plenty of terrific stops that can easily turn the two-hour drive into a day-long affair. Here are some of our top places to pop into.

1. Simon Pearce

Simon Pearce is more than just an excellent source for wedding gifts. We love to stop by the mill in Quechee to watch the artisans blowing glass and making hand-thrown pottery. Then we head upstairs to the on-site restaurant, The Mill at Simon Pearce . What makes this so magical is that the studio and restaurant sit right on the falls of the Ottauquechee River. (It's a great spot for selfies.) The food at the restaurant is simple and hyper-local, and, of course, it's all served on their handmade plates, alongside their handblown glasses. We love the quiche and make sure to order it every time. After we're done eating, we shop! We never leave without buying something.

1760 Quechee Main Street, Quechee, VT, (802) 295-1470

2. Woodstock Farmer’s Market

New England is speckled with great, old-fashioned country stores, and the Woodstock Farmers' Market is one of our favorites. We shop and stock up here for the meals we'll be preparing at the house. They have the tastiest heirloom tomatoes and garlic scapes, and we love their fantastic strawberry rhubarb pie and elderflower lemonade. Everything in the store is locally grown or sourced. We also pick up a couple of fresh, made-to-order sandwiches from their deli to eat on the road.

979 Woodstock Road, Woodstock, VT, (802) 457-3658

3. F. H. Gillingham & Sons General Store

General stores are becoming few and far between, but thankfully, F.H. Gillingham & Sons is still going strong. The store was built in 1886 and it's still in the original building—it's a bit of a time warp. When the kids were younger, we'd pick up a whole bunch of penny candy here (Ok, full disclosure: we still buy a bunch for ourselves), and stroll the aisles checking out the games, toys, puzzles, clothes and other fun stuff. They also sell the best maple candy and maple leaf cookies, so be sure to buy some. It's a great place to pick up wine and cheese, too. Check out their Woodstock Reserve Cheddar from their Billings Gillingham Family cheese collection. (The Billings Farm is just around the corner and we like to get out of the car and pat their Jersey cows grazing in the pasture.)

16 Elm Street, Woodstock, VT, (802) 344-6668

4. The Alchemist in Stowe

We were pretty excited when Jon and Jen Kimmich opened up this brewery in 2016, where they sell their spectacular cult IPA, Heady Topper . The facility is super cool—the beer tanks look like beer cans and there is so much funky art throughout the space. As soon as you walk in, the smell of hops hits you and it's just awesome. Sometimes there's live music, and it's really dog-friendly. It's one of Molly and Addie's favorite pit stops. They give out free beer samples to taste, and we always leave with the max amount of Heady Topper they sell: four 4-packs.

100 Cottage Club Rd, Stowe, VT, (802) 882-8165

5. Shelburne Farms

Molly and Addie are particularly fond of Shelburne Farms, because we can put on the leashes and bring them along. Ideally, though, it's most fun to spend the whole day here and go on one of the Sun to Cheese Farm tours , where you can meet the cows and see the cheese being made. We are bananas for their clothbound cheddar! There's just so much to do—from the walking trails and kids' farmyard to a low-key lunch from the farm cart. We also love the mission of the farm, as its all about education and sustainability, much like Cultivar.

1611 Harbor Road, Shelburne, VT, (802) 985-8686

6. Mirabelle’s Café and Bakery

Oh my gosh, breakfast at Mirabelle's Café is just so good. They make everything from scratch, including their own house-ground sausages. There's usually a bit of a wait to get in, but it's worth it. We love getting the breakfast popover with eggs and smoked salmon and we're big fans of the breakfast tostada, too. The bakery is pretty big, and you can see all of the bakers with their headbands working in the back. If you're looking to pick up dessert, go for their epic black forest cake or the mixed berry trifle cake.

198 Main Street, Burlington, VT, (802) 658-307

7. The Vermont Juice Company

This is the Vermont raw scene at its best. There's such an awesome amount of vegetarian- and raw food-eating in Vermont—if you follow that kind of diet you can eat like a king or queen up here. The juices at Vermont Juice Company are cold-pressed and completely raw, so they are supremely delicious and fresh-tasting. We drink the Lake Monster, which is a combo of kale, chard, apple, cucumber, parsley, lemon and ginger. They also offer superfood bowls and smoothies.

77 Main Street, Burlington, VT, (802) 651-7070

8. Hen of the Wood

The first Hen of the Wood opened in 2005 in Waterbury, VT and a few years later, the chef, Eric Warnstedt, was named a F&W Best New Chef . Now, there is a Hen of the Wood in Burlington, and it's such a special place that it's a must-stop for us every summer. Everything is made in-house, and all of their ingredients come from within miles of the restaurant, from the Green Mountains and Champlain Valley. Last time we were there, we walked down Cherry Street toward Lake Champlain and we could smell the garlic coming from the hoods of their large wood-fired oven. We started salivating right in the street! We always order the Hen of the Woods mushroom toast with bacon and egg—it's just that good. Emily tells me that when I really love food I get very quiet, close my eyes and just nod, then follow with a long, "Mmmmm." I have many of these moments at Hen of the Wood. It can be hard to get a table, so call ahead or try and grab a seat at the bar or counter.

55 Cherry Street, Burlington, VT (802) 540-0534

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New England Wanderlust

Connecticut , Fall , Maine , Massachusetts , New Hampshire , Rhode Island , Vermont  ·  June 7, 2023

The PERFECT New England Fall Road Trip Itinerary: 3, 5, 7, 10 & 12 Day Options! (2024)

There’s a reason why New England is world-famous for fall foliage, and if you’re looking to plan the most amazing New England fall road trip, you’ve come to the right place! I’ve been traveling throughout this region for over 15 years, and have done quite a few fall foliage road trips and even more fall getaways. It took me a while, but I’ve finally put together the perfect itinerary for you based on real experience.

This post details the best places to visit in New England during fall foliage season that are worth the hype, the best times to plan your road trip, and also, which places may not be worth your time. So, you can rest assured that you’re truly seeing the best of the best with my itinerary.

This itinerary is also geared toward first-timers and those looking to find the best foliage spots . If you’ve experienced New England in the fall season before, many of these locations and tips may already be familiar. However, I’ve also sprinkled in some insider tips, so it’s still definitely worth reading 😉

During this trip, prepare to see idyllic countryside landscapes, blazing fall color, beautiful covered bridges, charming towns, general stores, epic overlooks and hiking trails, and so much more. Basically, you’ll get your fill of New England charm right from the start, and it won’t stop until the trip is over. Sound good? Then let’s get started!

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What Is The Best Time To Visit New England For Fall Color?

In a nutshell, the last week of September, or the first week of October. However, it does vary depending on where you’re heading.

The first thing you need to know is that foliage will peak in the northern areas first, then peak in the southern areas later . For that reason, I recommend that you start in the north if you can, especially for a longer trip, but it’s not always necessary for shorter trips.

If you’re planning a bucket list 2-week adventure, starting in the north is a good call because peak foliage can begin to diminish quickly, depending on the season and climate patterns. However, if you’re traveling for closer to a week, this won’t be as important.

Most people will choose to visit Maine, New Hampshire and Vermont during their New England fall road trip (and spoiler alert: this is also where I’ll be suggesting you go!), so this timeframe works very well for these areas.

The central part of Vermont will often peak right around Indigenous People’s weekend in October, and for a getaway to popular towns like Stowe and Woodstock, this is the perfect weekend to plan your trip.

Massachusetts often peaks right around Indigenous People’s weekend as well, with southern MA peaking a week or so later.

Many parts of Maine, including Acadia National Park, and the Midcoast, will typically peak around the middle of October.

The greater Boston area, and Connecticut will peak mid-late October, depending on the year.

How Many Days Do You Need In New England In The Fall?

The great thing about New England in the fall is that you can easily do a weekend getaway and still pack a lot in, or you can plan an epic 12 day road trip for the ultimate adventure. And either way, it’s going to be incredibly memorable.

If you’re coming in from a distance, especially if you’re flying in, I would say 10 days is a great option, 12 days is even better, and 7 days is also wonderful. Of course, with 12 days, you’ll be able to see so much or plan extra time in some places. But even with 7 days, you’ll get to see quite a bit.

If you’re local to New England, and don’t have 10 days, 7 days is again a nice sweet spot. 5 days will also work in this case. And, as mentioned, even a weekend away will allow you to experience some of the best this region has to offer in the fall season.

The great thing about the best places for fall foliage are located in some of the smallest states, so you can cover a lot of ground in a short amount of time.

Best Places To See On A New England Fall Road Trip

While every New England state has something special to offer during fall foliage season, for the purpose of seeing the absolute best spots, I recommend sticking to Maine , Massachusetts , New Hampshire and Vermont . And flying into Boston.

Because these areas offer the most spectacular displays of foliage, most picturesque scenery, tons of things to do, and they’re all reasonable close to one another, allowing you to maximize your time.

Here’s why I don’t necessarily recommend states like Connecticut or Rhode Island if you have less than 10 days – they’re further away from the best places to see in the fall.

I truly love every single New England state, and I do really enjoy Connecticut in the fall. However, it’s so far west that you’ll spend more time driving to get there, and possibly forgoing some really spectacular places in Maine, New Hampshire, Massachusetts, and Vermont.

If you have 10 days or more for a New England fall road trip, then I would highly suggest you consider adding in the Litchfield Hills regions of Connecticut , which you’ll see I included in my itinerary. It’s also very close to The Berkshires region, so you can combine it with that part of the trip, depending on how much time you have. However, with less than 10 days, I personally don’t feel like it’s worth it. Especially for first-timers.

If you’ve already seen some of the places I’m recommending in this post, then definitely try to swing over to Connecticut and experience a new area during the fall!

If you have less than 10 days, you may even want to focus all your time on Vermont and New Hampshire. The reason for this is because some of the best places for fall foliage in Maine are further north. I think places like Acadia National Park are very worth seeing (and you’ll see I’ve incorporated it into some of my itineraries!). However, if you prefer a slower pace and less driving, Vermont and New Hampshire are the absolute best places to see .

Some Things To Know About My Itineraries

They all begin in Boston , assuming that’s where most people will fly into if visiting from a distance. If you fly into a different airport, or are driving in, you can easily adjust your plans as needed.

They’re done in true road trip style , meaning there’s a lot of driving, and mostly 1-night stays. There are some places I recommend 2 nights in, but you can adjust this based on your preferences. If you want to stay longer in one place, definitely go for it!

I give you options! Of course, I stand by all my suggestions ☺️ However, I know everyone has different travel styles and speeds, so I encourage you to to tailor this to what you think you’ll enjoy the most. I’ve given you suggestions on how to adjust the itinerary based on your preferences.

10 Day New England Fall Road Trip Itinerary From Boston

Okay, let’s get into my perfect New England fall road trip itinerary options! We’re beginning with my suggestions for an incredible 10 day adventure.

10 Day Road Trip Overview

Day 1 : Arrival In Boston Day 2 : Explore Boston Or Take A Day Trip To Salem Day 3-4 : Bar Harbor/Acadia National Park + An Optional Stop In Salem Day 5 : Jackson, NH Day 6 : Franconia, NH (Driving The Famous Kancamagus Highway To Get There!) Days 7-8 : Stowe & Woodstock, VT Day 9 : The Berkshires and/or Litchfield, CT Day 10 : Back To Boston + A Stop In Sturbridge, MA or Litchfield, CT

Breakdown Of The 10 Day Itinerary Option

Day 1: Arrival In Boston Take this time to arrive, get settled, and maybe take in a few sites around the city! Have some time on your first night here? Jump down to Day 2 for some suggestions on what to do!

Where To Stay In Boston:

• Luxury : The Langham
• Splurge : Boston Harbor Hotel
• Moderate : Revere Boston Common

Pro Tip On Fall Foliage In Boston : Foliage peaks later than the rest of the places listed in this itinerary – usually mid-late October. So while you probably won’t see peak foliage in Boston if you plan your trip for peak foliage in Vermont, New Hampshire and Maine, it may catch a glimpse of it on your back if you’re planning a longer trip! Or, you can leave the airport to immediately begin your drive to Maine, and plan to stay a night or two in Boston before you have to fly out.

Day 2: Explore Boston

Boston during the fall season has so much to see and do, but here are some highlights to consider if it’s your first visit:

• Public Gardens (very scenic garden area with a beautiful pond and pedestrian bridge (also makes for lovely photos!). This is a good spot for fall foliage in the city, too.
• Newbury Street for shopping
• The North End for history and food
• Beacon Hill for charming cobblestoned streets at the famous Acorn Street
• Take a food tour if it works with your schedule. There’s incredible food to be had in Boston, and taking a tour with a local expert is a great way to sample lots of delicious things in a short amount of time!

Click here to check out my post on the best Boston food tours!

Day 2: Optional Day Trip To Salem

If you would prefer to take a day trip to Salem, rather than stopping on your way to Acadia National Park, this is a great option! And really, there’s no right or wrong choice here – it just comes down to which you prefer.

Salem is an easy day trip from Boston without a car because of this convenient ferry! Click here to check out the Boston → Salem Ferry!

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

Day 3: Drive To Bar Harbor & Acadia National Park

Acadia National Park is one of the best things to do in New England year-round, so this is definitely a must if you’ve never been. It also offers some really wonderful foliage, and fall is my personal favorite season to visit for this reason.

This drive from Boston to Bar Harbor takes about 5 hours without stops, which is why I usually suggest you make a pitstop to break up your journey. I actually have some posts on stops you can make along the drive, so be sure to check those out below.

But since Salem is really the ultimate fall destination in Massachusetts, I suggest you pick that as a stop on the drive 🙂

Bar Harbor is the town adjacent to Acadia National Park , and where most people will choose to stay when visiting. Once you arrive, take some time to get settled, and then head out into downtown Bar Harbor to explore this charming seaside town, visit the shops, and grab a great dinner!

Where To Stay In Bar Harbor:

• Bayview Hotel . An oceanfront boutique hotel with awesome views. Perfect for a splurge on your trip!
• Bar Harbor Villager Motel . Clean, updated and spacious. Also, walkable to everything in town.
• Little Fig Hotel . A cute, modern boutique hotel walkable to town.

Here are some posts that will help you further plan this portion of your trip:

• Best Stops To Make Driving Boston To Portland, Maine
• Best Stops To Make Driving Portland to Acadia National Park
• The Perfect Acadia National Park Itinerary (read this one for more information on Bar Harbor and things to do!)
• Best Time To Visit Acadia National Park
• Best Towns To Stay When Visiting Acadia National Park

Day 4: Explore Acadia National Park

Even in just 1 day, you can visit some of the best places in the park, and also some really wonderful fall foliage spots. Here how I suggest you plan your day:

If you’re up for it , starting your day with sunrise at the top of Cadillac Mountain is always incredible! It’s one of the first places in the U.S. to see the sunrise, depending on the time of year, and starting October 7 through March, it’s the very first spot in the country to see the sun come up. This will be great for fall foliage, too. You can also choose to do this the following morning before leaving.

Next, head to the Jesup Path scenic walk , which is especially beautiful in the fall season.

Then, park at the Sand Beach parking lot , and walk the Ocean Path for incredible views . This is 1-mile each way, but offers some of the most iconic views in the park, including the Otter Cliffs and Thunder Hole. It’s also flat and easy, making it very relaxing. Have your camera ready for this one!

For a more advanced hike with awesome foliage views, you can do the Beehive Trail from Sand Beach lot, too.

Continue on Park Loop Road to Jordan Pond House for lunch , and enjoy the views of the pond and mountains. You can also choose to walk around the pond if you have time after lunch.

For more foliage views, hike the Bubble Rock Trail after lunch.

Day 5: Drive To Jackson, NH + Spend The Night

Without stops, this drive takes about 4 hours and 15 minutes.

One stop I suggest making on the way if you enjoy local craft beer is the Oxbow Beer Garden in Oxford , ME . It’s got a very cool outdoor setting, and they have fantastic craft beer.

I recommend spending the night in Jackson because it’s a longer drive from Bar Harbor, and there are some fun things to do in the area. Also, there’s a very scenic drive called The Kancamagus Highway that’s stunning in the fall season with foliage, and I want to make sure you have time to drive it. But more on that in Day 6 🙂

Here are some fun fall things to check out in Jackson:

• The Cog : This mountain railroad takes you to the summit of Mount Washington, the tallest peak in New England! It’s about 45 minutes from Jackson, but you’ll drive through Crawford Notch State Park , which is very scenic, and The Cog is simply incredible in the fall season. If you leave Bar Harbor early enough and have time to do this, I highly recommend it!
• Honeymoon Covered Bridge & Flossie’s General Store
• Glen Ellis Falls
• The cute town of North Conway

Where To Stay In Jackson:

• Christmas Farm Inn (this place is super cozy!)
• The Inn At Thorn Hill & Spa

Option To Stay In North Conway : North Conway is only about 12-15 minutes from Jackson, so you can really stay in either. I think Jackson has better hotel options, and it’s a bit closer to The Cog, which is why I suggested you stay there. But either town works for your New England fall road trip!

Here are some fun things to check out in North Conway if you choose to visit:

• Cathedral Ledge Distillery
• Ledge Brewing Company (between North Conway and Jackson, technically)
• The cute downtown area and Zeb’s General Store (one of my all-time favorite general stores!)
• North Conway Scenic Railroad

Day 6 – Drive The Kancamagus Highway To Franconia, NH

The Kancamagus Highway (Route 112) is a scenic drive that’s regarded as one of the best drives for fall foliage, so this is something you’ll definitely want to do on your New England fall road trip. It connects the towns of Woodstock and Conway, so you can easily start this drive just a few minutes from Jackson or North Conway.

For this day, I suggest you get up early to make sure you have time to explore Franconia Notch State Park after driving The Kanc.

Tips For Driving The Kanc:

• Remember earlier in the post when I said you’ll lose cell service in much of New Hampshire and Vermont? Well, this is one of those drives where there’s no service, so offline your maps before starting!
• There are no bathrooms or gas stations on the drive, so plan accordingly.
• The Kanc takes about 45 minutes one-way without stops, but you’ll want to budget about 2 hours to make some stops at the overlooks.
• During the fall season, especially on weekends, it’s possible traffic could slow down as people try to pull in and out of the parking areas. Plan for some slower traffic.

Pro Tip : Before hopping onto The Kanc, there’s a great little place called Cheese Louise just before the entrance to The Kanc, and this is an awesome place to grab some food before the drive! Especially on a chilly, fall day, a grilled cheese sandwich totally hits the spot, right? 😍

Stops To Make On The Kanc (in order from Conway to Woodstock):

• Albany Covered Bridge
• Rocky Gorge Scenic Area (parking can be found at 44.0016667175862, -71.27716637107925)
• Sabbaday Falls
• Sugar Hill Scenic Overlook
• CL Graham Wangan Overlook
• Hancock Overlook (this one is right at the famous hairpin turn – can’t miss it!)
• Lincoln Woods Trailhead – Scenic suspension bridge over the river that’s not far from the parking lot.

🍁 Before hopping on The Kanc, consider downloading this great audio tour to enhance your drive – Click here to check out this audio tour!

There are also tons of hiking trails along The Kanc , so if you’re looking to squeeze in a hike on the drive, this is something to consider. But if you don’t have extra time, I would suggest moving on to Franconia Notch State Park, and only doing hikes along The Kanc if you’re able to add an extra day in.

After The Kanc, your next stop is Franconia Notch State Park . And this is where most of the top things to do are , especially in the fall season .

Flume Gorge is one thing I recommend you do if you can only pick one attraction. Flume Gorge is a very fun 2-mile loop trail that takes you over 2 covered bridges, and through the granite gorge. Along the trail, you’ll have some really gorgeous spots to admire the fall foliage, too.

Not sure if this is right for your itinerary? Click here to check out my detailed post in if Flume Gorge is worth visiting , and everything you need to know to plan the perfect visit.

Pro Tip: Buy your Flume Gorge ticket online in advance to save a few bucks! On weekends in the fall season, it’s also possible that certain time slots will sell out. This is another reason to book in advance.

If you have time to explore more of Franconia Notch State Park, I also recommend these activities:

• Cannon Mountain Aerial Tramway
• Artist Bluff Trail (famous spot that ends overlooking Echo Lake – amazing during foliage season!)
• The views at Echo Lake Beach

Where To Stay Near Franconia:

• Sugar Hill Inn – 15 mins from Franconia Notch Park, and is rated as the best B&B in New Hampshire!
• Riverwalk Resort – 5-7 mins from the top attractions in Franconia.
• Woodstock Inn & Brewery – Cozy inn with a brewery.

Here are some posts to help you plan this portion of your trip:

• Fun Things To Do In Franconia, NH
• Fun Things To Do In Littleton, NH
• Fun Things To Do In Lincoln, NH
• Where To Stay In New Hampshire In The Fall
• Where To Stay In The White Mountains: Guide To The Towns

Day 7 – Drive To Stowe Or Woodstock, VT

Begin your day in New Hampshire with a country breakfast at Polly’s Pancake Parlor! This place is famous in New England, and truly has some of the most amazing pancakes I’ve ever had. It does get busy in the fall season, but man, it’s so worth it.

Then, on to Vermont you go! For the next 2 nights, you’ll want to choose between Stowe and Woodstock, VT as your home base. These towns are the absolute best to visit during an autumn trip to New England because they have some of the best fall foliage in Vermont , and tons of small-town charm. They’re only 1 hour and 15 minutes from each other, so, you can choose where you want to stay, and then visit the other as a day trip.

The drive to both Stowe and Woodstock is 1 hour and 30 minutes from Franconia , and since this is a shorter drive, you can make some stops along the way, or drive straight there. Stowe and Woodstock both have a lot to do, even though they’re small towns, so it’s beneficial to drive straight there and make sure you have plenty of time to explore.

If you choose to stay in Woodstock, I suggest stopping at the King Arthur Baking Company campus on your way because it’s pretty much on the direct route. It’s a really fun place with fresh baked goods and breads, a café, and a fun shop where you can stock up on pantry staples and baking mixes.

Do I recommend you stay in Stowe or Woodstock? I honestly love both equally! There’s no wrong choice here.

The biggest difference between the two is that Woodstock feels a bit more upscale, and Stowe definitely has a very casual feel to it. But the difference is minor. Both have charming covered bridges, great shops, amazing restaurants, a quaint town feel, and plenty of things to do.

Where To Stay In Stowe :

• The Green Mountain Inn . It’s located right on Main Street, so you can walk to a lot of places.
• Spruce Peak Resort . Perfect for those wanting a resort feel, and it’s right off the scenic Smugglers Notch drive. There are rooms with gorgeous mountain views here, too.

Where To Stay In Woodstock :

• The Woodstock Inn & Resort . It’s referred to as Vermont’s most beautiful address, and it’s in the heart of Woodstock’s village. This is a luxury hotel that’s worth it!
• 506 Inn On The River . Located just outside of the village, this is a modern and cozy inn, well … right on the river 😉

Here are some posts that will help you plan your time in Stowe and Woodstock:

• Best Things To Do In Stowe
• Best Things To Do In Woodstock

Day 8 – Explore Stowe & Woodstock, VT

Depending on where you stay, you’ll want to take a day trip to the other town this day. Below are breakdowns of the can’t miss things to do in each town .

Best Things To Do In Stowe :

• Explore the cute shops along Main Street (don’t skip the Stowe Mercantile!)
• Drive Smugglers Notch for amazing foliage.
• Ride the gondola to the top of Mount Mansfield, the highest peak in Vermont (this is epic during the fall season!). This is located at the midway point along the Smugglers Notch drive.
• Visit Emily’s Covered Bridge, and learn about it’s spooky history.
• Sample the hard cider at Stowe Cider.
• Sip on craft brews at Alchemist Brewing (one of my favorites in New England).

Best Things To Do In Woodstock:

• Stroll through the charming downtown shops and eateries.
• Pop into Mon Vert Café for a warm drink.
• Snap a photo with Middle Covered Bridge in town.
• Drive over Taftsville Covered Bridge to visit Sugarbush Farms. You’ll be able to sample homemade cheese and fresh maple syrup here, and also take in amazing foliage views.
• Visit Billings Farm & Museum.
• Drive over to Sleepy Hollow Farm to see the famous farm landscape spot.

Day 9 – Drive To The Berkshires Or Litchfield, CT

Next up – The Berkshires or Connecticut! This choice is yours entirely. Let’s start with the option to drive to The Berkshires.

The Berkshires is an iconic region in Massachusetts that’s a really great one to visit for fall foliage. Here, you’ll find cute towns, loads of fall color, lots of scenic hikes and walks, and awesome dining options.

Depending on which town in Vermont you’re coming from, the northern region of The Berkshires area will be just over 2 hours from Woodstock, or just over 3 hours from Stowe .

The drive from either town to The Berkshires will pass through Rockingham, VT, and you’ll definitely want to stop here to visit the Vermont Country Store! There’s also the very cute Kissing Covered Bridge here that makes for a fun photo.

Once you arrive in The Berkshires, I suggest you start in Williamstown, and drive the scenic Route 7 down to Sheffield. This drive without stops takes about 1 hour and 15 minutes, but I would budget at least a few hours to make stops and enjoy some other fun activities. This route packs a lot into a perfect fall day, without a lot of driving.

During this drive, these are the best stops to make:

• The Mount Greylock Auto Road to the highest peak in Massachusetts (absolutely amazing in the fall season!).
• Make a detour off Route 7 to Bartlett’s Orchard in Richmond for the perfect fall farm experience.
• Continue with your short detour to Hilltop Orchards, which is 5 minutes from Bartlett’s, and where you can sip on artisanal craft ciders!
• Walk through the charming town of Lenox.
• Stroll through quaint Stockbridge, too!
• Snap photos with the covered bridge in Sheffield.

Where To Stay In The Berkshires:

• The Red Lion Inn . A historic and famous inn in the heart of Stockbridge.
• The Dewey . A cozy, traditional New England B&B in Lenox.

The other option is to drive to Litchfield, CT , which is south of The Berkshires. It’s a longer drive from Vermont, but you could also turn this into a fun road trip day by driving the same Route 7 itinerary as mentioned above through The Berkshires, and then continue on to the Litchfield Hills. I would probably only choose this option if you wanted to take your time exploring the awesome stops along Route 7 in The Berkshires, arrive in CT in the evening, and then explore this region of CT the next morning before your drive back to Boston.

How To Spend Your Time In Litchfield Hill, CT:

Since you’re likely coming down through the western border of Massachusetts, I would start in Kent, and work your way east. You probably won’t have time to do everything on this list, but pick and choose based on your preferences and schedule.

• Explore the cute town of Kent, and then visit Kent Falls State Park if you have time.
• Continue to follow Route 7 to New Milford. The drive is very scenic!
• Stop in New Milford to enjoy the quaint town, and then visit Lover’s Leap Bridge.
• Head over to Washington, and then continue on to Mount Tom State Park for awesome foliage.
• End in the charming town of Litchfield.

Where To Stay In The Litchfield Hills : Litchfield Inn . Refined and still very cozy, and one of the best in the area!

Should I do The Berkshires or Litchfield, CT? Personally, I would stay stick to The Berkshires since this will allow you a more relaxed itinerary. There’s so much to do, and plenty of foliage scenery to take in. If you do the Route 7 drive quicker than you were anticipating, you could always shoot down to the Litchfield Hills for an impromptu adventure 🙂

I would choose to add on the Litchfield Hills if you’re feeling adventurous, and really want to see as much of New England as possible.

Day 10 – Drive Back To Boston, Stopping In Sturbridge or Litchfield On The Way

If you have time to explore another cute town on your drive back to Boston, I would suggest either tacking on a quick drive through the Litchfield Hills, CT if you didn’t already, or a stop in Sturbridge, MA. Sturbridge is more on the way to Boston, and offers beautiful foliage.

How to spend your time in Sturbridge, MA :

• Visit Old Sturbridge Village for all the cozy fall New England vibes (this is a must if you have time!).
• Pop into Saw Dust Coffee & Dessert Bar for lunch and treats.
• Sip on craft beer at Altruist Brewing Company.

And of course, as mentioned in the previous day’s itinerary, the Litchfield Hills region has plenty to offer for foliage views, small towns, and beautiful scenery.

But, if you have a flight to catch, then don’t risk it, and head straight to the airport! 🙂

Optional Adjustments For The 10 Day Itinerary:

• You can easily cut out Acadia National Park, and head straight to New Hampshire, and choose to spend more time there. Acadia is out of the way, and further north, so I know it doesn’t suit everyone’s plans. This would allow you time to definitely ride The Cog, and have a more relaxed schedule.
• If you would rather have more time in Vermont, you can skip The Berkshires/CT. This is personal preference! Both areas are amazing for fall foliage, but nothing is quite like Vermont in the fall. This would allow you time to move at a slower pace. If you decide to skip The Berkshires/CT and stay in Vermont for a third night, see my 12 day itinerary, option 3 for suggestions on what to do!

12 Day Road Trip Itinerary Option

If you have 12 days (or more!), this is truly awesome. I would follow my 10 day itinerary, and then take one of these suggestions:

Option 1 : Add in 1 day to see Litchfield, CT after The Berkshires . Since you have the extra time, you can definitely see the Litchfield Hills region of Connecticut with this itinerary! I would recommend this option for those who really want to see as much of New England as possible, and make all the rounds.

Option 2 : Add an extra day to Littleton/Franconia. This region has so many great hikes and places to spot fall foliage. It’s well worth adding a day to this part of the trip if you have the extra time. This would allow you a half day to ride The Cog, and takes more scenic walks and hikes to enjoy the fall foliage.

Option 3 : Add an extra day to Vermont. On your extra day, you can take a day trip to Burlington and Shelburne, or spend the day driving the back roads .

Burlington & Shelburne, Vermont things to check out :

• First, the drive from both Stowe and Woodstock to Burlington on I-89 is beautiful in the fall. You’ll see lots of mountains ablaze with fall color.
• In Burlington, check out the waterfront area, and walk along Lake Champlain.
• Burlington also has an awesome craft brewery scene, and Foam Brewers is especially great.
• The American Flatbread restaurant in Burlington is a cozy place to stop for lunch.
• Church Street Marketplace in Burlington is a must!
• In Shelburne, you’ll want to spend most of your time walking around Shelburne Farms. This is a historic farm once owned by the Vanderbilt family, and has beautiful hiking trails, and you can also sample their homemade cheeses. Definitely do the Farm Trail, which takes you to an epic view of Lake Champlain.

Vermont back roads driving itinerary near Stowe :

This drive is easier to do from Stowe, but it’s also doable from Woodstock if you’re okay with a longer day. This itinerary is is order based on departing from Stowe, but you can also adjust based on which town you’re coming from 🙂

• The covered bridges in Montgomery, including Montgomery covered bridge (which is actually in Waterville), and Longley Covered Bridge.
• Barn Owl Bistro is a hidden gem nearby that’s a great little pitstop.
• The town of Cabot and the nearby AM Foster Covered Bridge are really beautiful areas to visit full of rustic Vermont charm.
• Peacham is a very small town with iconic landscapes and scenery.
• Bogie Farm in East Ryegate is a landscape that worthy of a postcard, and is especially beautiful in the fall.
• The drive between all these destinations will also be lovely and scenic, and packed with fall color.

1 Week (7 Day) New England Fall Road Trip Itinerary

If you have 7 days, welcome to your itinerary! This option is the same as the 10 day option, but eliminates Acadia National Park to save time.

7 Day Road Trip Overview

Day 1 : Arrival In Boston Day 2 : Drive To Jackson, NH + A Stop In Salem, MA Day 3 : Drive To Franconia Along The Kancamagus Highway Days 4-5 : Drive To Stowe or Woodstock, VT + Stay 2 Nights Day 6 : The Berkshires Day 7 : Return To Boston

For this itinerary, you can also eliminate The Berkshires, and stay an extra night in Jackson or Franconia.

5 Day New England Fall Road Trip Itinerary

With 5 days, you can go in a few different directions, and below, I break down my suggested options, and the benefits of each. This way, you can tailor it to your preferences.

Option 1 : Spend two nights in Boston with a day trip to Salem, then spend 3 nights in Stowe/Woodstock, VT.

Option 1 is perfect if you prefer staying in one place longer. This itinerary will allow you to stay in the same hotel in Boston for 2 nights, and take an easy day trip to Salem for the perfect fall day of Halloween fun and history! Then you can pick up your rental car (if you haven’t already), and drive to Stowe or Woodstock, VT for 3 days to explore both towns.

With 3 days in Vermont, you can easily see both Stowe and Woodstock, and maybe even plan a day of driving around the back roads. See the 12-day itinerary option for my suggestions on driving the back roads around Vermont during foliage season .

Option 2 : Spend 1 night in Boston, stop in Salem on your way to Franconia and spend 2 nights in Franconia. Then spend 2 nights in Stowe/Woodstock, VT, and then drive back to Boston.

Option 2 is perfect for those who still want to see as much as possible in 5 days. You’ll get to see a bit of New Hampshire and Vermont, while making a stop in Salem.

Note: For this itinerary, I would drive from Salem to Conway, and the drive The Kancamagus Highway on your way to Franconia so you get to experience the fall foliage along this route. But this itinerary option eliminates the stay in Jackson, as there are more fall things to do in Franconia.

Option 3 : Spend 1 night in Boston, 1 night in Salem, 3 nights in Stowe/Woodstock, VT, and then back to Boston.

Option 3 is perfect for those who really want to spend some time in Salem. This itinerary allows you to spend a whole night in Salem to really enjoy all the Halloween festivities and tours, and then you can spend 3 beautiful days in Vermont.

I excluded New Hampshire from this option because I felt like it would be too much to cram in when adding 1 night in Salem. But if you were feeling adventurous (I’ve been there, I get it! 😂), you can drive to Franconia, NH for 1 night after Salem, and then do 2 nights in Vermont instead of 3.

3 Day New England Fall Road Trip Itinerary

3 days in New England is the perfect long weekend getaway!

With 3 days, I suggest you stay in one location , and add day trips . If you’re flying into Boston, you can stay 1 night in Boston if needed, and then drive to Vermont or New Hampshire for 2 nights. If you’re not flying in, you can spend all 3 nights in Vermont or New Hampshire.

Stowe is very close to New Hampshire, and it’s only about 1.5 hours from Franconia. You can easily do a day trip from Stowe to New Hampshire, or vice versa, for this type of itinerary.

It would also be easy to work in a stop in Salem, MA, either on your way in or out of Boston.

Weekend New England Fall Road Trip Itinerary

For a weekend getaway in New England (essentially, 2 days), I would also recommend you stay in one place and take a day trip. For this itinerary, I almost always suggest Stowe or Woodstock. You can stay in either town, and spend 1 day exploring that town, and then the next day, exploring the other as a day trip.

Vermont Fall Road Trip Itinerary

Looking to just see Vermont? Excellent choice. It’s my personal favorite fall destination in New England (even though it’s a very close call 😉)

For a Vermont fall road trip , you can really do it in anywhere from 5-7 days. Of course, more is better to really see everything, but generally speaking, you can actually make it happen in a week or less. A popular route to take in Vermont is Route 100 , which runs the entire length of state, right through the middle. This allows you opportunities to veer off and see some other places as well.

For the purpose of this itinerary, I’m going to provide a week-long (7 day) itinerary, and you can adjust it to your own plans.

Day 1 : Bennington & Manchester Day 2 : Drive to Woodstock, stopping in Grafton and Weston on the way Day 3 : Spend the day in Woodstock Day 4 : Drive to Stowe, stopping in Montpelier if you’d like Day 5 : Spend the day in Stowe Day 6 : Staying in Stowe, take a day trip to Burlington & Shelburne Day 7 : Drive back

Day 1 Suggestions : Bennington and Manchester are pretty close to each other, so you can easily do both in one afternoon. There are some wonderful covered bridges in the area to see, and here are some more things to check out:

• The Bennington Battle Monument for fall foliage scenery.
• Downtown Bennington for shopping on Main Street (small, but cute!).
• Apple Barn is a few minutes from Main Street for a fun country store and bakery.
• Zoe’s in Manchester for lunch (great sandwiches!)
• Downtown Manchester for shopping in a cute town (don’t skip Northshire!)

Day 2 Suggestions : Grafton is a very small town, but it’s quintessential Vermont. It has a cute little cheese shop, and a nice little market/cafe called MKT Grafton, which is perfect for a quick bite. Also, swing by Weston to visit the Vermont Country Store.

For the rest of the itinerary, refer to the 10 day option for details 🙂

Click here to check out my post on a Vermont covered bridges road trip!

New Hampshire Fall Road Trip Itinerary

My second favorite fall foliage destination! Here’s my suggested itinerary for a New Hampshire-only fall road trip.

To just see New Hampshire , you can also spend anywhere from 4-7 days.

With 4 days, you can easily just stick to the White Mountains region, but I’m here to give you all my tips on even more awesome places to see in the fall season in New Hampshire ☺️ So, this itinerary will be 7 full days , but adjust as you need to!

Day 1 : Portsmouth Day 2 : Lake Winnipesaukee Days 3-4 : Littleton/Franconia Days 5-6 : North Conway/Jackson Day 7 : Drive back

Connecticut Fall Road Trip Itinerary Option

If you’ve seen all the “hot spots” around Vermont, New Hampshire, Massachusetts, and Maine, and you’re looking to explore a new part of New England in the fall, Connecticut should be next on your list!

As mentioned, my favorite place in Connecticut for fall foliage is the Litchfield Hills region. I always like to share that this region was what inspired Amy Sherman-Palladino’s creation of Stars Hollow, so Gilmore Girls fans will especially love this area.

The Litchfield Hills is very compact, and you can easily do a lot in a weekend here. However, 3-4 nights will allow you a nice, leisurely pace to explore all the amazing things this region has to offer in the fall.

The best towns to stay in in the Litchfield Hills region are:

• New Milford
• Washington/Washington Depot

Of all these towns, Litchfield probably has the most options when it comes to shopping and dining, however, they’re all very quaint and charming. I would pick whichever one has the best hotel for your plans.

If you have extra time for your Connecticut fall road trip, you can tack on places like Canaan to the north of the Litchfield Hills region, drive to Glastonbury, and then through the River Valley region, which includes the adorable towns of Chester and Essex. You can also choose to end your road trip in Mystic.

What To Pack For A New England Fall Road Trip

I always start every New England packing guide with the same thing, and this post is no different: begin to check the weather reports 5 days out from your trip to get an idea of what the weather will be like . And keep checking it until the day before you leave .

This is because weather in New England can change quickly, especially in the fall season. It’s not quite as dramatic as say … Iceland 😉 But, it can change and vary a bit. Generally speaking, fall will be chilly and a bit rainy. However, you could also have warm and sunny days. For longer trips, you’ll want to pack for both scenarios.

Here are some things I recommend you consider when packing for a fall road trip through New England:

Waterproof hiking boots . If you plan to do any hiking, or even nature walks, you’ll want a pair of sturdy boots that are waterproof. Even some attractions like Flume Gorge and other waterfalls in New Hampshire are pretty wet, so this is a good idea to stay dry and comfortable. I really like the Eddie Bauer K-6 Hiking boots. Find the women’s version here and the men’s version here . They’re a much less expensive version of the famous Danner hiking boots featured in the movie Wild !

Good hiking socks to keep your feet dry . An awesome brand to support is Tarn Tough Socks , which is a Vermont-based company. They’re an investment, but they’re also the best, and come with a lifetime guarantee!

Waterproof rain jacket to stay dry if it rains . You won’t want to let the rain slow you down, especially if there’s a lot in the forecast! So definitely pack one that’s completely water proof ( not water-resistant).

Layers . The best way to dress in the fall season is with layers. Under your rain gear, flannels, sweaters, and lightweight t-shirts (both short-sleeved or long-sleeved) work great.

Jeans . These work really well for most days. Fall in New England is pretty casual.

Hiking clothing . For any hikes you want to do, pack whatever clothes you typically wear and feel comfortable in 🙂

Comfortable sneakers or boots . When it’s not raining, a good pair of comfortable sneakers or cute boots work perfectly, depending on your plans. Since I drive from New York, I don’t usually have to worry too much about weight limits on a suitcase, so I’ll throw a pair of sneakers, flat boots/booties, and my hiking boots into the car. This is usually all I ever need.

Dinner outfits . New England is home to incredible places for farm-to-table dining, some of which are a bit more fancy. If you plan to go out for a nice dinner or two, you’ll want to pack accordingly. New England isn’t super fancy, so women can do a casual dress/jeans and a nice top with booties in the fall, and men can easily do dark-wash jeans and a button down top.

Reusable water bottle . You’ll need to stay hydrated while out exploring!

Day pack . If you plan to do any hiking, you’ll want to bring a day pack with you to carry your essentials. If you don’t plan to do any hikes, you can probably skip this, as you can keep most everything you need in your car or room.

Tips For Planning A Trip To New England In The Fall

Anticipate all kinds of weather. I’ve done many fall road trips through this region, and have had warm, sunny days, and trips where it rained almost every single day. I’ll go more into what to pack for this trip at the end of the post to help you prepare, but this is a good thing to be aware of.

Book in advance . I can’t stress this enough. Hotels and accommodations book out well in advance for fall foliage season in prime areas, and these prime areas are where you’ll be heading! If possible, begin to book your hotels at least 6 months in advance, but even 8 months is better. For reference, while I began to plan my Vermont fall road trip for the 2023 season, my favorite place to stay in Stowe, VT was fully booked during peak foliage weeks – in FEBRUARY. Yep, February.

Offline Google Maps! I can’t tell you how important this is! Even as recent as a fall 2022 road trip, I barely had service through much of New Hampshire and Vermont. I spent a lot of time just driving around hoping my service would come back, or asking people for directions the old-fashioned way. I usually offline maps, but totally forgot that trip, and it was a harsh reminder that this is a must-do.

Be respectful of private property . Popular places in foliage towns have begun to restrict tourist access to roads because too many people have trespassed to get the perfect photo. Always have an awareness of when you may be encroaching on people’s private homes and land, and follow all signage. Trust me when I say, there are so many places around this entire region that are postcard-worthy, and you don’t need to break any rules to get amazing photos!

Stay safe while taking photos. Similar to my previous tip, never put yourself or others in danger, to get a great photo. For example, if you see a spot along a road with no safe place to pull over, or the only place to pull over is private property, move on. You’ll drive by so many postcard-worthy scenes, but you can’t snap photos of them all 😉 Allow them to safely live in your memory, and only take the photos that are safe to do so.

New England’s highways charge tolls . Recently, many parts of this region have switched to electronic tolling, meaning you don’t stop when going through, and your license plate will be billed for the charges. If you’re renting a car, your rental company will go over how this all works, but they will likely just charge your card on file for any tolls you incur during your trip, which is very easy!

Lastly, prepare to pay . Yes, the sad truth is that peak foliage season in New England is expensive, and it won’t be your most budget-friendly trip ever. There are ways to keep costs down, and I’ll go more into that later in the post as well, but generally speaking, this is an expensive time to visit New England – at least, where the foliage is the best 😉

How Do To A New England Fall Trip On A Budget

So, first thing’s first, you’ll unfortunately have to rethink what “budget” means in New England, especially during peak season in the fall. It’s generally more expensive than other areas of the country regardless of the reason, so during prime foliage times, prices will go up significantly.

Especially in the past, I never had the money to spend on several nights at hotels during this time of the year, so I have learned to do it on more of a budget. Not necessarily cheap, but not as tough on the wallet 😉 Here are my tips:

• Stay in motels. I love a good hotel splurge, and do it more now than I did in my 20s and early 30s. But for most of my road trips when the focus is exploring outdoors, I stay in motels with efficiency kitchens . You can find some really nice ones, and while they’re likely to be outdated, they’re usually clean and cozy.
• Efficiency kitchens allow you to make some meals at home. For a road trip style trip, this may be more challenging, as it’s hard to bring perishable items with you to store in a fridge. But I usually try to make my own breakfasts to save money, and pack snacks to have for lunch.
• Stay outside of town. If you’re really on a tight budget, you can stay outside of the towns you’re visiting. Places like Franconia, Stowe, and Woodstock charge premium rates for peak season, so you’re likely to find deals a town or two away.
• Go camping! If you’re really adventurous, you can go camping! There are camp sites all over New England, and this will definitely be more affordable. One thing to keep in mind is the colder weather, and for this reason, some camp sites may close down after Indigenous People’s weekend in October. But many remain open, and offer Yurt-style camping, too.

New England Fall Road Trip – FAQ

Does it snow in new england in the fall.

Here’s the thing – it might if you’re up in the mountains. However, it doesn’t usually snow during peak foliage times. Usually, New England gets its first snow of the year later in October or early November. So, I wouldn’t worry about packing any snow gear or winter boots for your fall road trip.

Is Fall In New England Worth It?

A resounding yes! I truly believe this is such a magical time to visit – if not the most magical time. Despite the crowds and the cost, it’s more than worth it. Many of the landscapes you’ll see are actual stock photos and postcards, and since so many people equate the fall season to all things cozy, there’s really no cozier place to be than in New England during foliage season.

More posts you may enjoy:

• Fall In New England: The Best Things To See & Do
• Vermont In The Fall: Festive Things To Do!
• Fall In New Hampshire: The Best Things To Do
• Fall In Massachusetts Ultimate Guide: All The Best Things To Do & Foliage Spots!
• The Best 7 Day New England Road Trip Itinerary For Any Season
• Best Stops To Make On A Boston To Stowe, VT Road Trip
• Vermont vs. New Hampshire In The Fall
• Maine In October: Best Towns For Foliage & Things To Do!
• Best Vermont Pumpkin Patches & Farm Stands To Visit In The Fall
• Awesome Corn Mazes In Vermont
• Best Time To Visit New England
• Best Time To Visit Vermont

That’s A Wrap On The Best New England Fall Road Trip Itinerary

And there you have it! All my tips and expert advice on planning the most epic New England fall road trip during foliage season! This truly is such a wonderful, once-in-a-lifetime experience that everyone should do at least once, and hopefully, you’re now well on your way to planning your own foliage adventure through New England!

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Stowe to Boston drive

Stowe to boston road trip planner.

Here's a sample itinerary for a drive from Stowe to Boston. If you're planning a road trip to Boston, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops . Camping along the way? Search for RV campgrounds . Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

10:00 am  start in Stowe drive for about 44 minutes

10:44 am   Williamstown (Vermont) stay for about 1 hour and leave at 11:44 am drive for about 60 minutes

12:44 pm   Woodstock (Vermont) stay for about 1 hour and leave at 1:44 pm drive for about 55 minutes

2:39 pm   Mount Sunapee stay for about 1 hour and leave at 3:39 pm drive for about 55 minutes

4:34 pm   Manchester (New Hampshire) stay for about 1 hour and leave at 5:34 pm drive for about 1 hour

6:36 pm   Davis Square stay for about 1 hour and leave at 7:36 pm drive for about 10 minutes

7:46 pm  arrive in Boston eat at Mike's Pastry stay at The Westin Copley Place

driving ≈ 5 hours

Where should I stop along the way?

Williamstown (Vermont) Woodstock (Vermont)   (3 answers) Mount Sunapee Manchester (New Hampshire)   (7 answers)     questions about Manchester (New Hampshire):         Best free things to do in Manchester (New Hampshire)? Davis Square   (6 mentions)

Where's the best place to stay in Boston?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Boston .

You can also see most people recommend as the best amount of time to visit. Find out how many days in Boston to stay.

If you're looking for a quick answer, you can check out The Westin Copley Place , which was mentioned 4 times on Trippy.

Here are some more hotels people talk about:

Want to research more popular hotels in Boston? Click the blue button below.

Where's the best place to eat in Boston?

Need some recommendations on somewhere to get food?

Trippy members suggest Mike's Pastry , which was mentioned 15 times.

Here are some more restaurants people talk about:

Want to research more popular restaurants in Boston? Click the blue button below.

What are some things to do in Boston?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Boston. Click on any question to see answers from the community!

Click the button below to explore more questions and answers related to Boston.

Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Boston to Stowe drive , or go to the main page to plan a new road trip .

Looking for ideas for more destinations within driving distance of Stowe? Try searching for places within 3 hours of Stowe .

You can also compare the travel time if you're flying or driving by calculating the distance from Stowe to Boston . Or get a full Stowe to Boston flight plan .

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.

And if you know Stowe well, please help your fellow travelers and answer their questions about Stowe!

More info on this route:

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Unique Activities for Your Stowe Itinerary

By go stowe.

Stowe is known for many popular attractions. The iconic red Gondola cabins at Stowe Mountain Resort are widely recognized and associated with the destination. Quintessential Vermont covered bridges are a scenic stop in every season. Beyond the well-trodden paths and famous landmarks, Stowe offers a wealth of unique activities that can make your visit truly unforgettable. Whether you’re looking to dive deeper into the local culture, experience nature in a new way, or simply find a fresh adventure off the beaten path, these hidden gems will add a special touch to your Stowe itinerary. From exhilarating outdoor experiences to charming local spots, here are some must-try activities that will show you a different side of this beloved Vermont destination.

Air Stowe Helicopter Rides

Experience Stowe like never before with Air Stowe helicopter tours , where the thrill of flight meets the breathtaking beauty of Vermont’s landscape. As you soar above the majestic Green Mountains, you’ll be treated to panoramic views that stretch for miles—crystal-clear lakes, lush forests and the iconic peaks that define the region. Whether you’re looking for an unforgettable adventure or a unique way to take in Stowe’s stunning scenery, a helicopter ride offers a perspective that few get to experience. From the moment you lift off, you’ll feel the excitement of seeing this picturesque area from the sky, creating memories that will last a lifetime.

Dogsledding

Embark on a thrilling adventure with dogsledding in Stowe, where the excitement of mushing is available year-round. In the winter, glide across the snow-covered trails, led by a team of eager dogs as you take in the serene beauty of Stowe’s winter wonderland. But the adventure doesn’t end when the snow melts—spring, summer and fall offer unique cart rides through Eden Ethical Dogsledding , where the same energetic dogs pull you through the lush landscape. Whether you’re experiencing the crisp air of winter or the fresh scents of the warmer seasons, dogsledding in Stowe is a truly unforgettable way to connect with nature, enjoy the great outdoors and embrace the thrill of this timeless tradition in every season. Winter tours available through Eden Ethical Dogsledding and Umiak Outdoor Outfitters .

Soar high above the treetops, where breathtaking views of dense forests, rocky cliffs and the expansive Green Mountains stretch out beneath you for a truly unforgettable experience. ArborTrek Canopy Adventures is an award-winning activity in the area offering some of the best zipline and treetop adventures. Each course is designed to immerse you in the natural beauty of the region while providing an exhilarating ride from platform to platform. Whether you’re gliding through the vibrant foliage of fall or the lush greenery of summer, ArborTrek’s guided tours combine the thrill of flight with a deep appreciation for Vermont’s pristine wilderness. Perfect for adventurers of all ages, ziplining here is not just a ride—it’s a chance to see the world from a whole new perspective.

Sleigh & Carriage Rides at Trapp Family Lodge

The hills are bursting with beauty and activities. Take in some of the best views in town with a horse-drawn carriage ride through the lush pastures of the historic Trapp Family Lodge . In winter, dash through the snow on an enchanting sleigh ride through winter wonderland. The perfect activity for a group of family and friends or a private intimate ride with your sweetheart or family. A snowy sleigh ride or scenic carriage journey is a timeless way to immerse yourself in the natural beauty and rich history of this iconic Vermont destination.

There’s nothing quite like the serene and rewarding experience of fishing in the Stowe area—a true taste of the Green Mountain State’s natural beauty. Whether you’re casting a line in the crystal-clear streams, tranquil ponds or the winding rivers that meander through the region, fishing in Stowe is more than just a pastime; it’s a chance to connect with Vermont’s pristine wilderness. Available year-round, you can enjoy traditional fishing in the warmer months and try your hand at ice fishing during the winter, adding a whole new level of adventure to your Vermont experience. With the backdrop of the Green Mountains and the peaceful sounds of nature all around, you’ll find yourself fully immersed in the calm and quiet that only a day on the water can bring. Guided adventures available with the Fly Rod Shop and Catamount Fishing Adventures .

Guided Tours

Experiencing the Stowe area from friendly, local guides offers a unique perspective to your visit. There are many guides in the area that offer various general and theme tours, including 4 Points VT , Savor Vermont and The Vermont Explorer . Learn about the history and haunted lore of Stowe on a walking tour with Stowe, At Night, Lantern Tours during the fall or around the holiday season. The Trapp Family Lodge offers a variety of history tours, including ones where you meet the cows and sheep on the property or visit their maple sugar house. For a variety of other outdoor excursions, check out Vermont Canoe and Kayak , Lamoille Valley Bike Tours or Umiak Outdoor Outfitters .

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Winter is here! Check out the winter wonderlands at these 5 amazing winter destinations in Montana

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Stowe’s Ski Slopes – Vermont’s Winter Wonderland

Published: August 20, 2024

by Mirabel Lerch

Stowe's ski slopes in Vermont offer a winter wonderland for snow lovers. Known for its picturesque landscapes and top-notch skiing, Stowe attracts visitors from all over. Whether you're a seasoned skier or a beginner, the variety of trails ensures everyone has a great time. Beyond skiing, the charming town of Stowe provides cozy lodges, delicious dining options, and unique shops to explore. Families, couples, and solo adventurers will find plenty to do both on and off the slopes. Ready to experience the magic of Stowe's ski slopes ? Pack your gear and head to Vermont for an unforgettable winter getaway.

Stowe Mountain Resort

Stowe Mountain Resort is the crown jewel of Vermont's skiing scene. With its breathtaking views and challenging slopes, it's a must-visit for any ski enthusiast.

Mount Mansfield : The highest peak in Vermont, Mount Mansfield offers a variety of trails for all skill levels. Whether you're a beginner or a seasoned pro, you'll find a run that suits you.

Spruce Peak : Known for its family-friendly atmosphere, Spruce Peak provides gentle slopes perfect for beginners and kids. The area also features a cozy village with shops and restaurants.

Nosedive : For those seeking a thrill, Nosedive is a challenging trail with steep drops and sharp turns. It's a favorite among advanced skiers looking for an adrenaline rush.

Off-Piste Adventures

Beyond the groomed trails, Stowe offers plenty of off-piste adventures for those looking to explore the backcountry.

The Bench : A popular spot for backcountry skiing, The Bench offers untouched powder and stunning views. It's a bit of a hike to get there, but the reward is well worth the effort.

Teardrop Trail : This trail is a hidden gem, offering a mix of open glades and tight tree runs. It's perfect for skiers looking to escape the crowds and enjoy some solitude.

Après-Ski Activities

After a day on the slopes, there's no shortage of activities to help you unwind and enjoy the local culture.

Stowe Village : This charming village offers a variety of shops, restaurants, and bars. It's the perfect place to relax and enjoy a meal or a drink after a long day of skiing.

Trapp Family Lodge : Owned by the family that inspired "The Sound of Music," this lodge offers a unique blend of Austrian charm and Vermont hospitality. Enjoy a meal at the on-site restaurant or take a tour of the property.

Family-Friendly Fun

Stowe isn't just for hardcore skiers; there are plenty of activities for families and kids to enjoy.

Stowe Recreation Path : This scenic path is perfect for a leisurely walk or bike ride. In the winter, it transforms into a cross-country skiing and snowshoeing trail.

Ice Skating at Spruce Peak : The outdoor ice rink at Spruce Peak is a hit with kids and adults alike. Rent some skates and enjoy a few laps under the stars.

Unique Winter Experiences

For those looking to try something different, Stowe offers a variety of unique winter experiences.

Dog Sledding : Experience the thrill of dog sledding through the snowy Vermont wilderness. Several local companies offer guided tours that are fun for the whole family.

Snowmobiling : Explore the backcountry on a snowmobile. Guided tours are available for all skill levels, making it a great way to see more of the area.

Hot Air Balloon Rides : For a truly unforgettable experience, take a hot air balloon ride over the snowy landscape. The views are breathtaking, and it's a great way to see Stowe from a new perspective.

Stowe's Ski Slopes Await

Stowe's ski slopes offer an unforgettable winter experience. With pristine trails , breathtaking views , and a charming village, it's a top destination for winter sports enthusiasts. Whether you're a seasoned skier or a beginner, Stowe has something for everyone. The variety of slopes caters to all skill levels, ensuring a fun and challenging time on the mountain.

Off the slopes, the town of Stowe provides cozy accommodations, delicious dining options, and unique shops. The friendly atmosphere and welcoming locals make your stay even more enjoyable. Don't forget to explore the beautiful surroundings and take in the natural beauty of Vermont.

Plan your trip to Stowe's ski slopes this winter. Experience the thrill of skiing, the warmth of the community, and the stunning scenery. It's a winter wonderland waiting for you.

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UNITED STATES NEWS

Canada lynx confirmed in Vermont for 1st time since 2018

Aug 21, 2024, 11:30 AM | Updated: 11:50 am

BY ASSOCIATED PRESS

SHREWSBURY, Vt. (AP) — A Canada lynx, an endangered species in Vermont, has been confirmed in the state for the first time since 2018, and farther south than the last confirmed sighting.

A Shrewsbury man was driving home on Saturday evening when he saw the large cat walking along the side of a rural road. He went home to get his cell phone, returned and took video of the animal, he said on Wednesday.

“This newest sighting is especially exciting because the cat was spotted in Rutland County, far south of most confirmed lynx reports in Vermont,” said Brehan Furfey, wildlife biologist and furbearer project leader with the Vermont Fish and Wildlife Department.

Canada lynx are endangered in Vermont and threatened nationally, she said in a statement Wednesday. “That makes any verifiable lynx sighting in our state important.”

There are resident breeding populations in northern Maine and northern New Hampshire, northeastern Minnesota, northwestern Montana and northern Idaho, north-central Washington and western Colorado, according to the U.S. Fish and Wildlife Service. They are similar looking to bobcats but have long black ear tufts and short, black-tipped tails, the service said. They also have large paws and long hind legs making them highly adapted to hunting snowshoe hare in snow, the service said.

Vermont is on the southernmost edge of the Canada lynx’s range and most confirmed sightings are in northeastern Vermont, which has the best climate, habitat and food sources for lynx in the state, the department said. Canada lynx are adapted to hunt snowshoe hares and “both species need young forest habitats and reliable snowpack to thrive,” Furfey said.

Furfey suspects this was a male lynx moving through the region looking to establish its own territory, the department said. The behavior is called “dispersing” in which lynx can move quickly over long distances, according to the department.

The department has received more than 160 reports of lynx since 2016 with only seven of those confirmed. It said the most credible one was from Jericho in 2018.

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Hike to Sterling Pond Perched High Above Smuggler's Notch in Stowe

T he narrow, winding path through Smuggler’s Notch in the northern Green Mountains is as rugged a road as any in Vermont. Massive boulders mark the inside of every horseshoe curve, and steep cliffs rise up from either side of the road.

Perched high above the easternmost cliff of Smuggler’s Notch in Stowe is a beautiful high mountain lake known as Sterling Pond. This is the ideal spot for a picnic or a summer swim, but you’ll have to work to get there.

Sterling Pond is tucked into a thickly forested alpine basin between Spruce Peak (3,330 feet), which is part of Spruce Peak Resort, and Madonna Peak (3,610 feet), which is part of Smuggler’s Notch Resort.

The spring-fed pond is a small refuge of beauty between these high-mountain developments, and while Sterling Pond Trail is popular, doing it as a loop means you’re likely to find some solitude along the wooded shores and trails on the far side of the lake.

Quick Facts: Sterling Pond Trail in Cambridge, VT

Length:  3.3-mile loop

Difficulty : Moderately challenging

Estimated time:  2 hours

Elevation Gain:  1320

Dogs:  Yes

Cost:  Free

Maps: Trail Finder , AllTrails (the linked map shows the out-and-back route)

Getting there: Google Maps

No matter what time of year you choose to hike the Sterling Pond Trail, it’s a calf-burner, but if you hike in the summer, you can reward yourself with a dip in the frigid waters of this alpine lake. It’s sure to be an unforgettable experience!

Featured Read: AMC’s Best Day Hikes in Vermont

Written by Tara Schatz and Jen Lamphere Roberts, this fully revised guide includes classic hikes such as Camel’s Hump, Mount Mansfield, and sections of the Long and Appalachian trails, along with new additions Raven Ridge, Killington Peak, Moose Bog, and more.

Whether you’re looking for an exploration of nature or to bag a 4,000-footer, AMC’s Best Day Hikes in Vermont is indispensable.

Also Read: Best Hiking in Stowe VT: Easy to Moderate Trails

Hiking to Sterling Pond: The Details

First, if you are following AllTrails for this route, know that they don’t have the exact trail I’m describing within their ‘curated trails’ list. The 3.3-mile loop described here uses the Sterling Pond Trail, then loops around the pond on the Long Trail before cutting back over to the Sterling Pond Trail and back to the trailhead.

Let’s do this!

Sterling Pond Trail begins opposite the Smuggler’s Notch Visitor Center and ascends the east wall of Smugglers’ Notch.

Follow the steep flight of rock steps and the blue blazes, which quickly lead to a break in the trees and a view of 1,000-foot cliffs across the narrow valley.

These steep crags were exposed by mile-thick glaciers that plowed through Smuggoler’s Notch for thousands of years, gouging and scraping their way southward. Today, landslides and toppling rocks are part of the normal geomorphic activities shaping and reshaping the notch.

Sterling Pond Trail traverses the steep hillside above the notch for a short distance before turning up a rocky drainage area. The trail here is a mix of roots, dirt, and steep rock steps, interspersed with stream crossings.

As you climb in elevation, you’ll enter a cool spruce-fir forest with a distinct boreal vibe. After climbing for a steep mile, you’ll come to a clearing. This is Snuffy’s, part of the Long Trail and a ski trail in the winter.

Turn left to follow the Long Trail to Sterling Pond. If you are hiking with dogs, be sure to leash them at this point to protect this sensitive area. Views from the western shore are expansive across the water to the prominent ridge of Madonna Peak.

It’s as good a place to swim as any, but you’ll find a few more spots as you hike around the lake.

Follow the Long Trail north, crossing a log bridge across the pond’s outlet and climbing onto a ridge above the pond.

The trail weaves through thick shoreline woods and then ascends from the pond to traverse a wide, grassy opening. Pass the Sterling Mountain chairlift and look for white blazes on the opposite side of the lift.

Pass Sterling Pond Shelter at 1.3 miles and look for the blue-blazed Elephant’s Head Trail. At the fork, turn right for a view of Mount Mansfield across Sterling Pond, and then return to take the left fork to continue around the pond.

Elephant’s Head Trail circles the eastern end of Sterling Pond. You’ll pass a few more rocky beaches for swimming before ascending away from the pond and weaving through thick forest, past moss-covered boulders, and over thick slabs of rock with foothills chipped away for a better grip.

The trail passes through a narrow notch of rock before making a final steep ascent and connecting with the Long Trail once again.

Turn right to follow the Long Trail north for 0.3 miles of easy walking to the top of Sterling Pond Trail. Turn left to return to the trailhead the way that you came up.

Tips for Enjoying Your Hike to Sterling Pond

This hike is not difficult, but it’s steep in some sections, and there are a lot of roots and rocks to contend with. You’ll find yourself looking down a lot to get your footing right. Here are a few tips for making your hike to Sterling Pond memorable for all the right reasons.

• The road through Smuggler’s Notch is closed in the winter . Sterling Pond Trail is best hiked between Memorial Day and mid-October, and you may need Microspikes in October for better traction.
• Hike to Sterling Pond on weekdays and start early. This is one of the most popular trails in the region. To avoid crowds, plan to start your trek early (7 am) or hike during the work week. It’s especially busy in early to mid-October.
• Use AllTrails+ so you can download your maps for offline use . Cell service is spotty up here, so if you’re using AllTrails for navigation, be sure to download your map before heading out. AllTrails+ is $35.99 per year and well worth the cost.
• Use trekking poles. When navigating steep trails like Sterling Pond Trail, I highly recommend using trekking poles to help you maintain stability and balance while reducing the load on your knees. I hike with trekking poles (at least one) on all but the easiest trails.
• Wear the right shoes : The first part of the trail is very rocky, with ample opportunities to roll or twist an ankle, so it’s important to wear shoes with a sturdy sole and good grip. This is not the trail for flip-flops or sandals.
• Pack the ten essentials. Here’s an overview of the items you should bring with you on every hike .
• Pack out your trash. Like the rest of the Long Trail, this route doesn’t have trash disposal, so remember that anything you bring up will have to come back down with you. Want to be a good trail ambassador? Bring a small garbage bag to clean up trash left by less thoughtful hikers.
• Leash dogs in sensitive areas . The Green Mountain Club places strings along the trail to protect sensitive areas from heavy foot traffic. Restrain your dogs when hiking near the pond.
• Be careful going down! Although it feels like going up is the real challenge, going down the steep rocky part of the hike can be just as strenuous, and a fall on those steps would be a fast way to ruin your hike.
• Pack plenty of water. The steps are a killer workout and I’ve found that the best way to conquer them is by going slow and drinking often. Expect to finish a whole bottle on the way up; I finished my first one before the one-mile mark.
• Bring bug spray! Hiking without bug spray in the summer is another great way to ruin a hike. Black flies love this area in June and early July, and then the mosquitoes come out!

Where to Next?

Stowe is a popular tourist town in every season, and there are lots of cool things to do nearby. Here are a few ideas for what to pair with your hike to Sterling Pond.

• Grab a beer or dinner at Idletyme Brewing . The food is delicious, and the outdoor patio is dog-friendly.
• Hike more trails! Here are some easy/moderate trails in and around Stowe.
• Spend the weekend! We love  Tälta Lodge  for its low-key, cozy vibes and lovely views of the river.
• Drive to the top of Mount Mansfield . A long ridge connects Mount Mansfield’s various body parts — the nose (4,062 feet), upper lip, chin (4,393 feet), and Adam’s apple (4,060 feet). You can drive right up to the nose on the Auto Toll Road from  Stowe Mountain Resort . This 4.5-mile road starts at 3,850 feet and is open from late May to late October ($32 for car and driver. $12 for additional passengers).

Read Next: 18 Delightful Things to Do in Stowe in Every Season

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Tara Schatz is a freelance writer and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers , an American road trip blog. She is also the co-author of the 3rd edition of AMC’s Best Day Hikes in Vermont, released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.

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