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7 Charming Small Towns in Vermont: Fall & Bucket List

  • Fall
  • 12 October 2024

Imagine stepping away from the crowds and diving into Vermont’s autumn magic. The Green Mountain State is home to charming small towns, each with its own fall beauty. These 7 towns are perfect for anyone who loves fall foliage.

Key Takeaways

  • Discover the top 7 charming small towns in Vermont to experience the beauty of fall foliage
  • Explore quaint villages, scenic drives, and outdoor adventures during the autumn season
  • Uncover lesser-known destinations that offer a more relaxed and affordable alternative to popular tourist hubs
  • Plan the perfect Vermont fall getaway with tips on where to stay, what to do, and how to avoid crowds
  • Immerse yourself in the quintessential New England charm and fall splendor of the Green Mountain State

7 Charming Small Towns in Vermont,Fall In Vermont Autumn,Vermont bucket list

Vermont is a state full of New England charm in fall. It has vermont’s cozy fall inns and vermont rustic road trips through colorful leaves. You can find fall cabin retreats in vermont, vermont waterfalls in fall, and vermont covered bridges in autumn. These 7 small towns in Vermont will amaze you and make your trip unforgettable.

  1. Stowe
  2. Woodstock
  3. Manchester
  4. Grafton
  5. Bennington
  6. Shelburne
  7. Waitsfield

These towns are just a few reasons why Vermont is loved for fall in vermont autumn trips. From vermont waterfalls in fall to vermont covered bridges in autumn, each town has its own charm. They offer natural beauty, local culture, and history, perfect for those seeking a true New England experience.


Stowe: A Quintessential Vermont Fall Getaway

The town of Stowe is in the heart of Vermont’s Green Mountains. It shines brightly in autumn. With its charming downtown and natural wonders, Stowe is a perfect fall getaway.

Explore the Picturesque Downtown

Stowe’s historic downtown is full of classic New England charm. Walk the streets and see the quaint buildings. They house local shops, art galleries, and great restaurants.

Try the town’s food scene. Enjoy local cider and beer. Feel the community spirit.

Hike Mount Mansfield for Breathtaking Views

For adventure, hike Mount Mansfield, Vermont’s highest peak. The views are amazing. Or take a scenic gondola ride to the top.

This way, you can see the vermont mountain getaways in autumn without the hard climb. It’s a great choice.

Drive the Scenic Smugglers' Notch

Drive the route 100 autumn drive through Smugglers’ Notch. It’s a beautiful mountain pass. See Vermont’s fall colors up close.

Stop at historic bridges like Brookdale and Emily’s. Enjoy the rustic beauty of this route.

Stowe Vermont Autumn

Stowe’s charm and outdoor adventures make it a top fall spot. It’s a place you won’t forget.

Woodstock: New England's Prettiest Town

Woodstock, in Vermont’s heart, is known as one of New England’s most beautiful towns. It has a historic village green, 19th-century buildings, and a covered bridge. These features make it a perfect spot for an autumn visit.

Wander the Historic Village Green

Exploring the Woodstock Village Green is a must. You can admire the architecture, shop, and enjoy the town’s feel. Don’t miss the Harvest Celebration on October 12th and 13th for fun activities and food.

Visit the Billings Farm & Museum

At the Billings Farm & Museum, learn about Woodstock’s farming past. See the 1890 Farm Manager’s House and enjoy the Fall at Billings Farm events. The Forest Festival at Marsh-Billings-Rockefeller National Historical Park on September 21st is also a highlight.

Autumn in Woodstock, Vermont
“Woodstock is often hailed as one of the prettiest small towns in New England, and it’s easy to see why.”

Woodstock’s charming downtown, vermont harvest festivals, and autumn hiking trails vermont make it ideal for fall. It’s a perfect place to experience New England’s autumn magic.

Manchester: A Shopper's Paradise with Scenic Backdrops

Manchester, Vermont, is a place where shopping meets nature’s beauty. It’s a top spot for vermont’s scenic autumn drives, vermont leaf peeping, and the best foliage viewing in vermont. This town is a gem for anyone looking to explore.

The Manchester Designer Outlets are a shopper’s dream. They have many name-brand stores and boutiques. But there’s more to Manchester than just shopping. It’s surrounded by beautiful hills and forests, offering a hidden gems vermont fall experience.

Driving up Mount Equinox is a must-do. The road winds through stunning views of vermont’s scenic autumn drives. It’s a great way to see the beauty of vermont leaf peeping. The Lye Brook Falls Trail is also a highlight, leading to a beautiful waterfall.

Manchester is perfect for those looking for a great fall getaways in vermont or just some shopping. It has a charming downtown, top-notch shopping, and beautiful landscapes. This town is a must-see for anyone visiting Vermont in the fall.

vermont's scenic autumn drives

Grafton: A Frozen-in-Time Village

Grafton, in southern Vermont, is a hidden treasure. It’s a town that seems to have stopped time, filled with history. As the leaves change colors, it becomes a top spot for those looking for a unique adventure or a peaceful escape.

Explore the Idyllic Main Street

Take a stroll down Grafton’s Main Street. It feels like stepping back in time. You’ll see old buildings, covered bridges, and the Grafton Village Park. It’s perfect for enjoying the fall colors.

There are local artisans, antique shops, and cozy cafes. They give a peek into Vermont’s past.

Attend the Annual Grafton Village Cheese Festival

The Grafton Village Cheese Festival is a must-see. It celebrates the town’s dairy history. You can try local cheeses, Vermont’s best foods, and enjoy music and crafts.

It’s a fun event for families, showing the town’s lively spirit.

TownPopulationUnique Attraction
Grafton, Vermont646Grafton Village Cheese Festival
Little Compton, Rhode Island3,616Barn Preservation and Adaptive Reuse
Woodstock, Vermont3,026Billings Farm & Museum
Jackson, New Hampshire1,069Jackson Falls and the Wildcat River
marble caves adventure
“Vermont in the fall is a special time, with the vibrant foliage and the cozy, quaint towns that come alive with seasonal festivities. Grafton is a true gem, capturing the essence of this magical season.”

Bennington: Rich History and Natural Beauty

Bennington is in the heart of Vermont, offering a mix of history and natural beauty. It’s a top spot for fall getaways in Vermont. Visitors can dive into the state’s lively vermont mountain getaways in autumn.

Hike the Appalachian Trail

Bennington is great for outdoor lovers. It’s a starting point for the famous route 100 autumn drive. Hikers can explore the Appalachian Trail, which goes through the town, and see the amazing killington peak foliage hikes.

As you climb the trails, you’ll see incredible views of the countryside. It’s truly breathtaking.

Visit the Bennington Battle Monument

The Bennington Battle Monument is a key part of the town’s history. It’s a 306-foot obelisk that remembers a key Revolutionary War battle. Climbing to the top, you can see stunning views of the vermont mountain getaways in autumn.

This landmark is a powerful reminder of Bennington’s role in American history.

“Bennington is a town that seamlessly blends the past and present, inviting visitors to discover its rich history and natural wonders.”

Bennington is perfect for those who love the outdoors or history. It’s a key stop for a fall getaways in Vermont trip. With its many vermont mountain getaways in autumn, Bennington offers a memorable journey through Vermont.

Bennington Battle Monument

Shelburne: A Charming Town with Diverse Attractions

Shelburne, Vermont, is a beautiful town by Lake Champlain. It has many attractions for those who love autumn beauty. The Shelburne Museum is a highlight, with art, history, and cultural items.

Explore the Shelburne Museum

The Shelburne Museum is a gem of Vermont’s scenic autumn drives. It covers 45 acres with historic buildings like a steamboat and a lighthouse. Visitors can see these sights and enjoy the best foliage viewing in Vermont.

The Horseshoe Barn is a key attraction. It shows Vermont’s transportation history with horse-drawn carriages. The museum also has American folk art, like quilts and paintings, showing Vermont’s culture.

The Shelburne Museum is perfect for hidden gems of Vermont fall. It offers a mix of exhibits and natural beauty. It’s ideal for Vermont leaf peeping and fall getaways in Vermont.

Shelburne Museum
“The Shelburne Museum is a true gem, offering visitors a unique and immersive experience that celebrates Vermont’s rich history and culture. I highly recommend it to anyone looking to explore the state’s charming small towns and stunning autumn landscapes.”

– John Doe, Vermont Travel Enthusiast

Waitsfield: A Gem in the Mad River Valley

Waitsfield is in the heart of Vermont’s Mad River Valley. It’s a charming town surrounded by the Green Mountains. Here, you can find scenic hiking trails and beautiful fall views.

Indulge in Local Cuisine and Craft Brews

Waitsfield’s historic downtown is lively. It has many shops, restaurants, and breweries. You can try farm-to-table food and local craft beers.

The Waitsfield Farmers Market is open every Saturday from May 18th to October 12th, 2024. It’s a great place to support local farmers and producers.

Waitsfield has cozy inns and bed and breakfasts for a rustic retreat. They offer a great place to see waterfalls and covered bridges in the fall.

“Waitsfield is a true gem, offering the quintessential Vermont experience. From its vibrant downtown to its stunning natural surroundings, it’s a must-visit destination for anyone exploring the beauty of the vermont harvest festivals Green Mountain State.”
waitsfield vermont

Experience the Magic of Fall in Vermont

Vermont’s small towns are perfect for a fall trip. They let visitors dive into the state’s history, stunning nature, and local culture. From Stowe‘s New England charm to Grafton’s historic village, these towns mix fall colors, outdoor fun, and cozy vibes.

The leaves change colors in Vermont from mid-September to mid-October. This is the best time to see the fall foliage. Visitors can walk through lively downtowns, hike beautiful trails, and try the state’s famous food, all while enjoying autumn in Vermont.

Looking for a classic New England trip, outdoor fun, or a cozy small-town feel? These 7 Vermont spots are your go-to for a great fall vacation. So, pack your bags, grab a warm cider, and get ready to see Vermont’s beauty in the fall.

FAQ

What are some of the most charming small towns in Vermont to visit in the fall?

Some top picks for fall visits in Vermont are Stowe, Woodstock, and Manchester. Grafton, Bennington, Shelburne, and Waitsfield are also great choices. These towns mix historic charm with natural beauty and local culture, making them perfect for an autumn trip.

What kind of activities and attractions can visitors enjoy in these Vermont towns during the fall?

Visitors can wander through quaint downtowns, hike scenic trails, and see historic sites. They can also try Vermont’s famous maple syrup and craft beers. Harvest festivals and the stunning fall foliage are must-sees.

How can travelers experience the best of Vermont’s fall foliage?

To see Vermont’s fall colors at their best, take scenic drives or hike trails. Towns and villages like Route 100 and Smugglers’ Notch offer amazing views of autumn colors.

What are some unique activities and events that these Vermont towns offer in the fall?

Vermont towns host special events in the fall, like the Grafton Village Cheese Festival. The Waitsfield Farmers’ Market is another highlight, where you can enjoy local food and crafts.

How can travelers find the best places to view the fall foliage in Vermont?

Check Vermont’s fall foliage reports and maps for top spots. Local tourist info centers or town websites can also help. They offer insights on the best times and places to see the foliage.

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