8 Nicest Small Towns In Vermont

Vermont's geographic barriers of Lake Champlain and the Green Mountains help maintain its small-scale, village character. Within its borders, you'll find a variety of quintessentially New England towns set among the state's many mountain ranges and scenic rivers. Visitors can expect to find four-season outdoor recreation and cultural options that punch far above their small-town weight, like Woodstock's iconic covered bridges. General seasonal draws like fresh maple syrup and dazzling autumn leaves make it hard to go wrong at any time of year. Here's a closer look at eight true standouts.

Manchester

Located in Southern Vermont, Manchester offers a unique combination of local history, outdoor recreation, and impressive small-town culture. Its cultural side particularly stands out at the Southern Vermont Arts Center, a popular facility with exhibits of classic and modern art, a theater, sculpture gardens, a cafe, and other amenities. The walkable town center continues this vibe, with spots including Northshire Bookstore, a decades-old local independent institution that carries hundreds of thousands of books, records, and other items. Those interested in American history will also be fascinated by tours of Hildene, a home built by President Abraham Lincoln's son and used by several generations of the family. If possible, save time for the Mount Equinox Skyline Drive. This 5.2-mile route climbs over 3,000 feet to the top of the mountain, making it one of the area's best drives.

Bennington

Vermont is rich in history stretching back hundreds of years, and Bennington (often described as Vermont's oldest town) is among the best spots for visitors to immerse themselves in it. The most famous attraction is the Bennington Battle Monument, a 306-foot-tall stone tower on a hill overlooking the town, commemorating the important Revolutionary War battle fought in nearby Walloomsac, New York. Nearby, the Old First Church preserves more local history, including the gravesite of famed poet Robert Frost, among other local residents dating back generations. Those who still haven't had enough Bennington heritage can visit the Bennington Museum, which combines local history and culture with popular events. There's also a historic downtown, which combines preserved architecture with delicious restaurants and unique local shops.

Brattleboro

When it comes to quirky, artsy character, Brattleboro, on the southeastern border with New Hampshire, is among the top choices in the state's small towns. It's anchored by a vibrant Downtown District that runs along the Connecticut River, packed with shops, restaurants, bars, music venues, and more. Nearby, a converted train station now houses the Brattleboro Museum & Art Center, which hosts exhibitions, artist talks, and classes. Meanwhile, just outside of town, nature lovers can explore and camp at Fort Dummer State Park, popular for its river views and mountain vistas. Brattleboro is also home to one of the area's best-known historic covered bridges, the Creamery Covered Bridge, an ideal component of a drive through the surrounding countryside.

Middlebury

Middlebury is among the best-known of Vermont's archetypical college towns. It's home to Middlebury College, which hosts academic, cultural, and artistic events often open to the public, who are also welcome to stroll the beautiful campus. The nearby downtown is set along the banks of Otter Creek. Here you'll find cafes, performance spaces like Town Hall Theater, and art galleries with peaceful green spaces like Riverfront Park overlooking Middlebury Falls. It's also easy to explore the town and get some exercise on the unique Trail Around Middlebury. This 18-mile footpath winds around through some of the town's most notable districts.

Waterbury

Set in central Vermont, Waterbury offers a relaxed small-town option. Perhaps most famously, the area is home to the Ben & Jerry's Factory, which offers tours to ice-cream lovers and a chance to sample the chain's flavors. Cold Hollow Cider Mill is also nearby, providing delicious, freshly made local food and baked goods, such as its famous cider donuts. Two state parks are within easy driving distance. Little River State Park is known for its boating, fishing, and camping opportunities, while Camel's Hump State Park's undeveloped natural area offers unspoiled nature and challenging hiking. When combined with the quaint, low-key downtown, it's easy to see why Waterbury stands out among small towns.

Stowe

One of Vermont's liveliest small towns, Stowe gives visitors and residents little chance to run short of things to do, particularly during the snowy season. It's perhaps best known for Stowe Mountain Resort, a highly regarded ski destination that also offers shopping, dining, and other attractions. The same is true at nearby Smugglers Notch, which serves as another dramatic outdoor escape. During warmer weather, it's also easy to stay active and explore on the Stowe Recreation Path, a scenic 5.3-mile path along the banks of the West Branch of Little River. Meanwhile, downtown Stowe Village provides a walkable district of shops and restaurants, along with one-of-a-kind attractions like the Vermont Ski and Snowboard Museum.

Woodstock

Home to barely 3,000 residents, Woodstock offers the appeal of a classic Vermont village. Here you'll find the much-photographed Middle Covered Bridge and a historic downtown centered around the Village Green, a relaxing spot that hosts local events such as concerts, farmers' markets, and more. Meanwhile, those who want a unique look at local heritage can check out Billings Farm & Museum, a working dairy and living history museum. Lovers of the outdoors will find Marsh-Billings-Rockefeller National Historical Park right across the road, a top spot for hiking, horseback riding, and tours of local historic sites.

Montpelier

One of Vermont's most unique qualities is the fact that the state capital is also among the ranks of the state's best small towns. A visit to the State House is worthwhile for lovers of history and architecture, located within a compact, walkable downtown shopping and dining area. The Vermont History Museum is also located a short distance away, preserving the natural history of this unique region. Montpelier has easy access to scenery and wildlife. North Branch Nature Center combines trails and nature-focused events with youth and adult education opportunities.

The Case for Vermont's Small Towns

Vermont's size can be misleading; it can stand up against any other state when it comes to the appeal of the distinctive small towns located there. Some offer thrilling ski slopes or beautiful trails through unspoiled woods. Others showcase the cultural and historical heritage of the area, dating back hundreds of years. Among these eight top options, it's hard to go wrong for those looking to leave the cities behind and find a small town Vermont escape.