Montpelier, Vermont, USA town skyline during autumn.

8 of the Most Hospitable Small Towns in Vermont

Also known as the “Green Mountain State,” Vermont forms an integral part of the northeastern United States’ New England region. Indeed, with its cultural splendor and vast natural beauty, it is easy to see why Vermont is such an attractive place to visit. While its small size and population may create an appearance of a lack of excitement, the big-time charm, allure, and fascinating history that reside in Vermont make it an ideal vacation spot for travelers of any age. From historic centers to picturesque mountain towns, these friendly and hospitable small Vermont towns are great ways to see the northeastern part of America. So, wait no longer and explore Vermont across these beautiful small towns!

Bennington

Downtown district of Bennington, VT, USA, featuring quaint boutiques and specialty restaurants.
Downtown district of Bennington, VT, USA. Editorial credit: James Kirkikis / Shutterstock.com

With a colonial history dating back to the 1740s, Bennington is a fascinating and welcoming place to explore. One of two seats of the same named county, Bennington is home to a population of just over 15,000 inhabitants where plenty of allure awaits anyone with even a passing interest in America’s past. A key battleground during the War of Independence (1775-1783), Bennington is well known for its eponymous 1777 Battle which was won by the American side. Visit the 306-foot-tall Bennington Battle Monument (1889), which is also the tallest structure in all of Vermont! Later, visit such historic sites as the Henry House (1769) and the Victorian-style mansion, the Park McCullough Historic House (1864), amongst many others.

Meanwhile, for the outdoors lover, spending an afternoon at Willow Park is a fun way to enjoy such activities as biking, picnicking, and even disc golf, in a tranquil and welcoming ambiance. And with several popular annual festivals in town like the Festival of Trees and the Memorial Day Parade, there is always something new to discover in Bennington.

Manchester

East front of Hildene, Robert Todd Lincoln's 1905 Georgian Revival summer home in Manchester Village, Vermont, with magnificent formal gardens.

Georgian Revival summer home in Manchester Village, Vermont. Editorial credit: LEE SNIDER PHOTO IMAGES / Shutterstock.com

The other seat of Bennington County, Manchester, is just some 30 minutes north of the previously discussed town of Bennington. Chartered in the 1760s, this 18th-century town is now home to a humble population of nearly 5,000 residents. Full of landmarks, intrigue, and charm, among the sites of interest here include the Lincoln Family Home, the County Courthouse, and the Manchester Village Historic District, listed in its entirety on the National Register of Places. In addition, the nature enthusiast can enjoy time spent at the nearby Bromley Mountain, where summer zip lining, winter skiing, and snowboarding are always popular. From there, the Green Mountain National Forest surely cannot be missed. Here, cycling, hiking, and catching glimpses of wildlife in this expansive and tranquil area make for quite a unique set of memories.

Stowe

Aerial view of charming small town Stowe in Vermont. Mountains with fall multicolor trees.

Aerial view of the charming small town of Stowe in Vermont. 

The town of Stowe is beautifully located within the Green Mountains and is affectionately known as the “Ski Capital of the East.” The home of the Stowe Mountain Resort and near Mount Mansfield (the highest peak in Vermont), Stowe was formally established in the 1760s, and today, just over 5,000 reside here. One of Vermont’s most scenic and picturesque destinations, the alpine splendor of Stowe is equally rivaled by its summertime greenery and charm. Go biking or hiking at the beautiful Stowe Recreation Trail, or take a stroll through the historic downtown district and its array of historic attractions, which include the Trapp Family Lodge. With Stowe’s pleasant and moderate temperatures throughout the year, visiting this most pleasing town is truly a delight no matter what season of the calendar.

St. Johnsbury

Historic buildings on Railroad Street in downtown St. Johnsbury, VT, USA.
Historic buildings on Railroad Street in downtown St. Johnsbury, VT, USA. Editorial credit: Wangkun Jia / Shutterstock.com

The seat of Caledonia County, St. Johnsbury, was founded in the 1780s, and today, some 7,300 inhabitants reside there. Scenically located along the Passumpsic River, this friendly place is an excellent locale for any Vermont visitor to discover. Enjoy a tranquil afternoon on the River banks and explore several landmarks that are listed on the National Register of Historic Places. These include the St. Johnsbury Atheneum, the Railroad Street Historic District, and the Franklin Fairbanks House. In addition, the whole family can enjoy time spent at the Fairbanks Museum and Planetarium, where learning about the sciences and the history of Vermont comes together in a most fun and interactive way.

Windsor

The Cornish-Windsor Covered Bridge spans the Connecticut River and connects the towns of Cornish, NH, and Windsor, VT.

The Cornish-Windsor Bridge connects the towns of Cornish, NH, and Windsor, VT.

Windsor is also named the “Birthplace of Vermont,” where the State’s Constitution was first drafted in the year 1777. With a modern population of just under 3,600 inhabitants, this historic and delightful community remains one of the best places in Vermont to learn about American history and enjoy a naturally beautiful small-town ambiance. Spend time at Paradise Park and Runnemede Lake or explore such attractions as the Old Constitution House (1777) and the Cornish-Windsor Covered Bridge (1866). And in the Fall, one will not want to miss the fun Autumn Street Festival, where food vendors, live music, and street performers entertain all ages.

Burke

East Burke, Vermont, a New England village known for its mountain views, traditional architecture, and fall foliage.

East Burke, Vermont, is a New England village known for its mountain views, traditional architecture, and fall foliage.

Named for the 18th-century English philosopher Edmund Burke, this scenic town was formally charted in the 1780s and today is home to a modest population of nearly 1,700 residents. Indeed, Burke is a charming community where the beauty of nature can be enjoyed in a unique small-town environment. Situated near Burke Mountain (3,270 feet), outdoor lovers can enjoy the famous Burke Mountain Academy and Ski Resort for some of the best slopes in Vermont. And if winter sports are not to one’s liking, summertime on the Mountain is also a great adventure. Activities like hiking and cycling make for a most rigorous exercise while swimming at the nearby Lakes Crystal and Willoughby, which are great ways to enjoy the mountain scenery. And like the best small towns in America, Burke’s assortment of welcoming local eateries, stores, and other businesses make it one Vermont destination surely to be remembered for years to come.

Woodstock

Early autumn rural scene in Woodstock, Vermont, USA.

Early autumn rural scene in Woodstock, Vermont, USA.

Seat of Windsor County, the town of Woodstock is a lively and fascinating community that was first chartered in the 1760s. A great place to get acquainted with life in Colonial America, history lovers will not want to miss Woodstock’s array of intriguing heritage landmarks that bring guests truly back in time. These include the Lincoln Covered Bridge (1877) and the First Congregational Church (1890), amongst many others located in the Woodstock Village Historic District and listed on the National Register of Historic Places. Meanwhile, visitors can also enjoy the town and its surrounding area’s natural beauty with explorations of sites like the Marsh Billings Rockefeller National Historical Park. In addition to the splendid and breathtaking vistas of rocky cliffs and forested hills, the ability to explore the Marsh Billings Mansion (1805) is an informative glimpse into domestic life in the 19th century.

Montpelier

Montpelier, Vermont, USA town skyline during autumn.

Montpelier, Vermont, USA town skyline during autumn.

With only some 8,000 inhabitants, Montpelier is the smallest State Capital in the United States, but for what it may lack in size, it surely compensates for with loads of welcoming charm, beautiful nature, and fascinating history. First charted in the 1780s, several landmarks continue to inform guests who visit, including the Vermont State House (1833), the Vermont History Museum (1838), and the Christ Episcopal Church (1840), among many others. Meanwhile, outdoor enthusiasts will not want to miss an afternoon at the Hubbard Park, which spans some 194 acres. Completed in 1899, beautiful skiing and hiking trails can be found here, as well as many picnic and camping sites that can be enjoyed in the winter or summertime. Add in an excursion to the nearby Winooski River, and a relaxing and quiet outing in Montpelier is never far away.

Discover Vermont's Small-Town Charm

A key component of America’s New England region, the “Green Mountain State” of Vermont is indeed a gem of the Northeastern United States. While the State’s small size and population may make it easy to overlook, the charming and hospitable small towns found within are undoubtedly great American treasures to discover. From beautiful natural settings to insightful encounters with history, these inviting Vermont towns have something for everyone. Whether it is the historic ambiance of Bennington or the “Ski Capital” wonder of Stowe, visiting these cute and hospitable small Vermont towns will leave any visitor with a desire to return. So, wait no longer and take to the road, small town Vermont awaits!

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