10 Of The Most Captivating Small Towns In Vermont
Vermont’s small towns celebrate everything that makes this state so unique: scenic beauty, rich history, and a deep sense of community. From charming villages in the mountains to lakeside gems and historic havens, these towns invite visitors to slow down, soak in their character, and discover hidden treasures. Whether you're drawn to the rustic landscapes, vibrant arts scenes, or the warmth of local traditions, Vermont’s small towns offer the perfect opportunity to experience the Green Mountain State at its finest.
Stowe
Aerial view of Stowe, Vermont with mountains and colorful fall trees.
Stowe is Vermont’s exemplary small town in the Green Mountains, with stunning views of Mount Mansfield, the state's highest peak. Known for its year-round appeal, Stowe is one of the most popular destinations in Vermont, attracting visitors for outdoor adventures like skiing and snowboarding in winter at the renowned Stowe Mountain Resort.
In the warmer months, hiking enthusiasts flock to trails such as the Stowe Pinnacle Trail, a challenging hike with rewarding views at the summit, and the Mount Mansfield Ridge Trail, which takes you along the longest and highest ridge in Vermont. Fall brings another wave of visitors for fall foliage as the town’s dense forests turn into a vibrant display of red, orange, and yellow leaves.
Popular spots in town include The Green Cup Café, known for its cozy atmosphere and fresh, locally sourced meals, and Stowe Mercantile, a quaint general store selling local goods, handmade Vermont crafts, and specialty foods. For a true taste of the area, head to The Trapp Family Lodge, where visitors can explore the beautiful grounds and enjoy a traditional Austrian meal at the lodge’s restaurant—owned by the von Trapp family of The Sound of Music fame.
Woodstock
Early autumn foliage with houses in the mountains of Woodstock, Vermont.
Woodstock is one of Vermont's most scenic towns, known for its iconic landmarks like the Middle Covered Bridge and Taftsville Covered Bridge, which add timeless charm to the landscape.
At the heart of Woodstock is the Marsh-Billings-Rockefeller National Historical Park, a tribute to Vermont's conservation legacy. Visitors can tour the historic mansion, stroll through gardens, and explore scenic hiking trails. For art lovers, the Gallery on the Green and Collective—The Art of Craft are must-visit spots that showcase works by talented regional artists. Woodstock also hosts annual cultural events, such as the Woodstock Film Series and art shows, which draw visitors year-round.
Woodstock’s culinary scene is equally vibrant. A local favorite is the farm-to-table restaurant The Prince & The Pauper, renowned for its seasonal Vermont-inspired dishes.
Manchester
Hildene, the Lincoln Family Home in Manchester, Vermont. Editorial credit: Theresa Lauria / Shutterstock.com
Set against the majestic Green Mountains, Manchester boasts a quaint village center and an appealing blend of history, nature, and refined shopping experiences. A major historical landmark is Hildene, the grand estate of Robert Todd Lincoln, Abraham Lincoln’s son. Visitors to Hildene can tour the elegant mansion, explore its breathtaking formal gardens, and enjoy sweeping views of the Green Mountains from the property.
For outdoor enthusiasts, The Equinox Preservation Trust has the popular Equinox Mountain Trail, a challenging hike to the summit of Equinox Mountain, where panoramic views of the valleys and peaks await. Manchester’s proximity to the Battenkill River makes it a top destination for fly fishing, while Lye Brook Falls Trail and Prospect Rock Trail include scenic hiking opportunities through Vermont’s lush landscapes.
The village center is an inviting area to explore, with upscale shopping at the Manchester Designer Outlets and local art at Tilting at Windmills Gallery, showcasing works by regional and national artists. Food lovers will find a treat at The Silver Fork, a local restaurant known for its fusion of global flavors and fresh Vermont ingredients, and Mistral’s at Toll Gate, which is a delightful dining experience along the Battenkill River.
Middlebury
Middlebury is set in Vermont’s scenic western region and has a mixture of history, culture, and nature, making it a captivating town to visit. Middlebury College enhances the town’s arts and culture scene, drawing visitors to the Mahaney Arts Center. For a touch of local history, the Vermont Folklife Center has exhibits and workshops that celebrate and preserve the region’s cultural traditions. Another historical landmark is the beautiful Middlebury Congregational Church. Visitors can also take in the picturesque Middlebury Falls, Otter Creek, and the Battell Bridge, which overlooks the rushing waters.
Middlebury also serves as a gateway to the scenic shores of Lake Champlain. Button Bay State Park has hiking trails, lakefront walks, and swimming, while the lake itself is popular for kayaking and fishing.
Middlebury’s food scene is deeply rooted in Vermont’s agricultural heritage. The Storm Café, located along the river, and American Flatbread Middlebury Hearth, known for its wood-fired pizzas made with local ingredients, are standout spots for farm-to-table dining. Middlebury also hosts a vibrant farmers' market that showcases fresh local produce, artisan cheeses, and Vermont specialties.
Montpelier
Skyline of Montpelier, Vermont in autumn.
As the state capital, Montpelier is a small town with a big personality. Despite being the seat of government, Montpelier has managed to retain its small-town feel, with a population of just over 8,000 people. The town is known for its stunning neoclassical Vermont State House, where visitors can take a guided tour and learn about the state’s history and government.
Capitol Grounds Café serves freshly roasted coffee and baked goods in a welcoming setting for a cozy coffee break, while Three Penny Taproom is a popular spot for sampling Vermont’s famed craft beer. Notable shops include The Drawing Board, a beloved local art supply store that doubles as a gallery for local artwork, and Buch Spieler Records. The town also hosts numerous festivals annually, including the Montpelier Farmers Market, which brings together local farmers, artisans, and food vendors to celebrate Vermont’s agricultural bounty.
For outdoor lovers, the town’s proximity to the Winooski River means opportunities for kayaking, while nearby hiking trails like North Branch River Park Trail and East Montpelier Trail provide stunning views of the surrounding hills and valleys.
Waitsfield
Aerial view of Waitsfield, Vermont and the Mad River on Scenic Route 100 in autumn.
Located in the Mad River Valley, Waitsfield is a quintessential Vermont town known for its relaxed pace of life and stunning natural surroundings. The nearby Mad River is perfect for a variety of outdoor activities, including kayaking, tubing, and fishing, while the surrounding mountains provide excellent hiking, biking, and cross-country skiing opportunities, with popular trails like Sunset Ledge Trail.
The nearby Sugarbush Resort has world-class skiing and snowboarding in winter, and its scenic chairlift rides provide incredible views of the valley in the warmer months. Waitsfield is also home to numerous festivals, including the Mad River Valley Bluegrass Festival, which celebrates Vermont’s music and community spirit.
Brattleboro
Spring aerial view of Brattleboro, Vermont. Editorial credit: SEALANDSKYPHOTO / Shutterstock.com
Brattleboro is a dynamic, artsy town that is always buzzing with creativity. Its location along the Connecticut River provides a beautiful setting, and the town’s vibrant arts scene is one of its defining features. Brattleboro has numerous galleries, theaters, and music venues, making it a hub for Vermont’s artistic community. Notable spots include the Brattleboro Museum & Art Center, which hosts contemporary art exhibits; Latchis Theatre, an Art Deco-style venue that hosts films and live performances; and Stone Church, a popular music venue housed in a beautifully repurposed historic building.
The town also hosts events like the Brattleboro Literary Festival, which draws visitors from all over to celebrate the written word, and the Brattleboro Farmers Market, where local vendors showcase Vermont’s finest produce and artisan goods. Brattleboro’s historic district, with its mix of antique shops and eclectic cafes, has plenty to explore. The town also has several beautiful parks and walking trails, including the Retreat Farm and the nearby Putney Mountain for scenic hikes.
Jeffersonville
Grist Mill Covered Bridge surrounded by fall foliage in Cambridge, Vermont.
A small town that packs a big punch, Jeffersonville is a hidden gem in northern Vermont. In the Green Mountains, this picturesque town provides easy access to Smugglers’ Notch State Park, where visitors can enjoy scenic trails like Sterling Pond Trail for hiking, as well as skiing and wildlife spotting. White-tailed deer and red foxes are common, while black bears can sometimes be seen in the park's more remote areas. Birdwatchers may spot species like the peregrine falcon, pileated woodpecker, and various types of hawks.
Jeffersonville’s downtown brims with small-town appeal, featuring local businesses like The Farm Store, which specializes in Vermont-made goods, and Mootsies Bakery, known for its delicious pastries and fresh bread. Nearby Smugglers’ Notch Resort has family-friendly skiing experiences with fewer crowds than larger resorts, making it ideal for a relaxed getaway.
Hardwick
North Main Street in Hardwick, Vermont. By Vertexn, Wikimedia Commons
Hardwick is a town that exemplifies Vermont’s agricultural heart. It’s known for its thriving local food scene, with farms providing fresh produce, meats, and artisanal goods that are celebrated at the Hardwick Farmers Market. The town is home to the High Mowing Organic Seeds farm, one of the largest organic seed companies in the country, and the neighboring Cellars at Jasper Hill, which produces world-renowned artisanal cheeses.
For outdoor enthusiasts, Hardwick is surrounded by lush, accessible landscapes perfect for all-season adventure. Nearby Lake Elmore is a local favorite. Its pristine waters are ideal for fishing, kayaking, and swimming in the summer months, and trails like the Elmore Mountain Trail lead to the summit for sweeping views of the Vermont countryside. In winter, the area around the Craftsbury Outdoor Center provides opportunities for cross-country skiing, snowshoeing, and even ice fishing.
Hardwick’s strong sense of community is evident in its local events, including the annual Hardwick Fall Festival, which brings together food, music, and crafts to celebrate the region’s agricultural roots.
Shelburne
Beautiful property off Shelburne Road in Shelburne, Vermont. Editorial credit: John Arehart / Shutterstock.com
Shelburne is a beautiful town located on the shores of Lake Champlain and has some of the most scenic views in Vermont. The town is home to the renowned Shelburne Museum, an expansive 45-acre property featuring a collection of over 150,000 pieces of American art and artifacts—including a restored 220-foot steamboat "Ticonderoga." Just down the road, Shelburne Farms, a 1,400-acre working farm, and nonprofit environmental education center, sits on a beautiful lakeside property where visitors can explore the grounds via the Farm Trail or Lone Tree Hill Trail, both with peaceful walks through meadows, woodlands, and gardens.
Shelburne’s waterfront is a hub for outdoor activities. Shelburne Bay Park has hiking trails with sweeping lake views and access to kayaking and paddleboarding. Views of the distant Adirondack Mountains add a stunning backdrop for boating and picnicking.
You'll find a mix of beloved local spots in the town's quaint village center. Stop by the rustic-farmhouse-style Village Wine and Coffee for a morning espresso, or enjoy brunch at Rustic Roots. The Bearded Frog serves creative New American cuisine for dinner, and Folino's Wood-Fired Pizza provides casual dining with locally sourced toppings and a brewery next door.
Discover Vermont’s Hidden Gems
Vermont’s small towns are rich in character and charm, each with its own unique appeal. From stunning landscapes to historic landmarks and tight-knit communities, these towns glimpse the heart of Vermont. Whether you’re drawn to the beauty of the mountains, the tranquility of lakesides, or the warmth of local traditions, Vermont’s small towns promise an unforgettable experience for any visitor. So take the time to explore these gems and discover the essence of Vermont at its most captivating.
