Small Towns to Visit in Vermont

10 Charming Small Towns to Visit in Vermont This Year

Vermont, with its rolling hills, picturesque landscapes, and quaint villages, is the perfect destination for those seeking a charming and peaceful escape. 

Each town has its own unique character, offering a delightful blend of history, culture, and natural beauty. 

Whether you’re a leaf-peeper in the fall or looking for a cozy winter getaway, these 10 small towns in Vermont are sure to capture your heart.

1. Woodstock

Woodstock is often hailed as one of the most picturesque towns in Vermont. 

With its charming village green, covered bridges, and historic homes, it feels like a step back in time. 

Don’t miss a visit to the Billings Farm & Museum or a stroll through the Marsh-Billings-Rockefeller 

National Historical Park. In the fall, the surrounding hills burst into a riot of colors, making Woodstock a top spot for leaf-peepers.

2. Stowe

Nestled at the foot of Mount Mansfield, Vermont’s highest peak, Stowe is a year-round destination.

In winter, it’s a haven for skiers and snowboarders, while summer brings opportunities for hiking, biking, and exploring stunning landscapes. 

The town itself is filled with charming shops, art galleries, and delicious dining options. 

Don’t forget to check out the Stowe Recreation Path, a scenic route perfect for walking or cycling.

3. Manchester

Manchester is a blend of small-town charm and upscale appeal. It’s home to designer outlets, historic inns, and a vibrant arts scene. 

Visit the stunning Hildene, the Lincoln Family Home, or explore the beautiful Equinox Preserve. 

The town’s combination of outdoor activities and cultural experiences makes it a perfect destination for all seasons.

4. Grafton

Grafton is one of Vermont’s most idyllic small towns, with its historic buildings, quaint streets, and rural charm. 

The Grafton Village Cheese Company is a must-visit, where you can sample some of the best cheeses in the state. 

The town’s peaceful atmosphere and beautiful surroundings make it a great spot for a relaxing getaway.

5. Chester

Known for its charming “Stone Village” and historic architecture, Chester is a small town that’s big on character. 

Take a stroll through the town center to admire the well-preserved 19th-century buildings, or explore the surrounding countryside on one of the many hiking trails. 

Chester’s vibrant arts community also means there are plenty of galleries and local shops to explore.

6. Middlebury

Home to Middlebury College, this vibrant town offers a mix of cultural attractions and natural beauty. 

The town’s historic downtown is filled with charming shops, cafes, and restaurants. 

Don’t miss a visit to the beautiful Middlebury Falls, located right in the heart of town. 

Whether you’re exploring the college campus or enjoying a hike in the nearby Green Mountains, Middlebury offers something for everyone.

7. Shelburne

Just a short drive from Burlington, Shelburne is known for its stunning lake views and cultural attractions. 

The Shelburne Museum, with its extensive collection of American art and artifacts, is a highlight, as is Shelburne Farms, a working farm and National Historic Landmark. 

The town’s location on the shores of Lake Champlain makes it a perfect spot for outdoor activities and enjoying the natural beauty of Vermont.

8. Waitsfield

Nestled in the Mad River Valley, Waitsfield is a quintessential Vermont town with a strong sense of community and stunning natural surroundings. 

The town is a hub for outdoor activities, from skiing at nearby Sugarbush Resort to kayaking on the Mad River. 

The Saturday Waitsfield Farmers’ Market is a great place to sample local produce and crafts, while the charming downtown offers a variety of shops and eateries.

9. Weston

Weston is a small town with a big personality, known for its charming village green and historic buildings. 

The Weston Playhouse is the oldest professional theater in Vermont and hosts performances throughout the year. 

The town is also home to the Vermont Country Store, where you can find a wide range of local products and nostalgic items. 

Weston’s peaceful atmosphere and scenic beauty make it a perfect spot for a relaxing escape.

10. Brandon

Brandon is often referred to as the “Art & Soul” of Vermont, thanks to its vibrant arts community and historic charm. 

The town’s beautifully restored downtown is filled with galleries, shops, and cafes, while the surrounding countryside offers opportunities for hiking, biking, and exploring the outdoors. 

Don’t miss a visit to the Brandon Museum at the Stephen A. Douglas Birthplace, which offers a fascinating glimpse into the town’s history.

Conclusion, 10 Charming Small Towns to Visit in Vermont This Year

Vermont’s small towns each offer their own unique charm and attractions, making them perfect destinations for a peaceful and scenic getaway. 

Whether you’re drawn to historic architecture, cultural experiences, or stunning natural landscapes, these 10 towns showcase the very best of what Vermont has to offer. 

So pack your bags, hit the road, and discover the charm of Vermont’s small towns this year!

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