10 Best Beautiful Towns In Vermont, The USA

beautiful towns in vermont
| 4 min read

Situated in the northeastern USA, Vermont is one of the six New England states that became the 14th state on March 4, 1791. Nicknamed “the Green Mountain State,” it’s a natural landscape that brims with mountains and forests, exuding an allure that is almost irresistible. For wildlife and nature lovers who are up to the challenge, its mountains boast plenty of outdoor activities that include hiking, trekking, and skiing. This state also offers a lovely afternoon for families and tourists who would rather wander through historic parks, art museums, old churches, and green pastures. To make the most of your time here, check out our list of the 10 best beautiful towns in Vermont, the USA.

1. Stowe

Stowe Park Palladian bridge
Source: Photo by Wikimedia Commons user Peter Dean used under PUBLIC DOMAIN

If you are longing to be surrounded by beautiful trees, rolling hills, or even snow-covered mountains in the winter, you will enjoy Stowe. Being near Mount Mansfield, Stowe is a gem known to tourists especially when it transforms into a famous ski resort in the winter. When in town, you get to experience a more tranquil lifestyle with art and music. At the town hall on Main Street, Stowe Theatre Guild musicals and plays run from June to October. If you’re an art enthusiast, you will never run out of galleries to visit in Stowe.

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2. Woodstock

Woodstock Warren Through Truss Bridge
Source: Photo by Wikimedia Commons user Henry S. Magnuski used under CC BY-SA 3.0

Famous for its artisan culture, Woodstock is a small, historic town that continues to exude its pre-revolutionary charm after it was settled in the mid-18th century. With impressive architecture, brick-lined streets, and heritage buildings still present on all corners, Woodstock is sure to transport you to a different era. While here, you can enjoy a nature walk at Marsh-Billings-Rockefeller National Historical Park. Also, Woodstock is a haven for foodies who want to enjoy Sunday brunches such as apple cider mimosas, butterbeer lattes, classic egg sandwiches, and many more.

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3. Manchester

Hildene in Manchester, Vermont
Source: Photo by Wikimedia Commons user Rolf Müller used under CC BY-SA 3.0

Manchester is a perfect mix of old-world charm and modernity. Along with old, sophisticated buildings such as Bennington County Courthouse and Hildene – The Lincoln Family Home, this quaint town also boasts an array of modern-style dining options, shopping centers, and recreational activities. Indulge in the vibrant culture and history of Manchester by visiting Hildene. Enjoy the verdant farms at Equinox Valley Nursery and have a hearty dinner at Ye Old Tavern, a restaurant with over 200 years of history behind it. This town will give you a breathtaking view of rugged mountains and cascading waterfalls, one of which is Mount Equinox. It features a 7-mile (11 kilometers) trail that is perfect for adventure seekers. Located near New York and Boston, Manchester is the perfect “breather” from the fast-paced urban life.

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4. Chester

Chester, Vermont
Source: Photo by Wikimedia Commons user Kenneth C. Zirkel used under CC BY-SA 4.0

For a classic Vermont experience, Chester is the perfect place to get a slice of New England. You will never run out of things to enjoy in this little town. If you enjoy historic sites, take a tour of the old Chester Train Station. Wander around Stone Village Historic District and marvel at the granite houses or take in the rustic vibes of this tiny village. If you wish to be with nature, this town is close to Okemo, Mount Snow, and Killington where you can enjoy trekking and exploring wildlife. If you prefer a more peaceful vibe, visit Stoughton Pond Recreation Area. For lively festivities, Big Buzz Chainsaw Carving Festival, Chester Fall Festival, and Winter Festival are annual celebrations that visitors look forward to.

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5. Dorset

The East Dorset Congregational Church
Source: Photo by Wikimedia Commons user Whoisjohngalt used under CC BY-SA 4.0

Amidst the abundant greenery of Bennington County lies a little town called Dorset. Home to America’s oldest marble quarry, Dorset has a long history you can explore. Cephas Kent’s Inn, a now-famous attraction, was used as a rendezvous for discussing important topics such as Vermont’s independence in the 17th century. Dorset Theatre Festival offers plays and explorations of theatrical forms. Outdoor activities include swimming or hiking at the nearby Dorset Mountains.

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6. Weston

Chapel, Weston Priory
Source: Photo by Wikimedia Commons user John Phelan used under CC BY-SA 4.0

Weston is a little town that offers another New England experience. For a fun-filled day in this area, take a leisurely stroll and enjoy art at Village Green Gallery or learn more about local history at Old Parish Church. The holiday season is a good time to visit as it has a wide array of shops including the Vermont Country Store and Weston Village Christmas Shop.

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7. Grafton

Grafton Vermont Church
Source: Photo by Wikimedia Commons user Jonathan Leo Connor used under CC0

Grafton’s name came from a bidder who offered 5 USD at an auction. However, what makes this little town even more special is the lineup of places you can see and things to do here. Grafton used to be a famous stagecoach stop before, but its Grafton Inn (previously known as Old Tavern) still operates to this day. While staying in the nearby inns, you can enjoy skiing, snowshoeing, and tubing at Grafton Trails & Outdoor Center.

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8. Greensboro

Source: Photo by Wikimedia Commons user Magicpiano used under CC BY-SA 4.0

Located at the southernmost part of Shelburne, this little town with only over 700 residents is an underrated place of outdoor (and indoor) goodness. Perfect for families, Greensboro has art museums and waterparks that kids will surely enjoy. You and your family can go swimming, boating, fishing, and kayaking here. For a small town, you will find every corner filled with history and visuals that you would want to put out on Instagram.

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9. Brattleboro

Brattleboro, Vermont Municipal Center
Source: Photo by Wikimedia Commons user Kenneth C. Zirkel used under CC BY-SA 4.0

Brattleboro is known for Brattleboro Museum & Art Center, a museum that features works by regional and international artists to inspire, educate, and engage visitors of all ages. During your trip here, check out the ruins of the old castle of Madame Sherri. Located south of Green Mountain National Forest, there’s a trail system that is over 9-mile (14) long, covering more than 400 acres (161 hectares) of forest and agricultural land including some unusual sites like Retreat Tower.

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10. Shelburne

Vermont House, Shelburne Museum, Shelburne VT
Source: Photo by Wikimedia Commons user John Phelan used under CC BY-SA 3.0

Shelburne is famously known for its affluent nature and small-town feel. Shelburne Museum, Shelburne Farms, and Vermont Teddy Bear Company are the main attractions of this town. Shelburne farm is a 1400 acres (570 hectares) working farm where you can enjoy walking trails, maple syrup sampling, and fine dining. For historic tales, visit Shelburne Museum and learn about the town’s heritage. Vermont Teddy Bear Company, the largest producers and sellers of teddy bears will help you find an array of options for your holiday presents.

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Small towns filled with big old stories

For a four-season tourist destination filled with outdoor and indoor activities, Vermont is the perfect getaway haven. From lush forests in the summer to snow-capped mountains in the winter, you will never run out of things to do here. If you prefer a more relaxed vacation, it’s easy to find peace in these charming towns filled with art and history.

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Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Snow, hailing from Iloilo, firmly believes that self-care entails the trifecta of writing, traveling, and indulging in marathon sessions of watching F.R.I.E.N.D.S.

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