A welcoming hug at the Grafton Village Store. Image credit Bob LoCiero via Shutterstock

9 of the Friendliest Towns in Vermont

Welcome to the tranquil charm of Vermont, a state known for its picturesque landscapes and warm hospitality. Nestled amidst the verdant hills and rolling meadows, you'll find the friendliest towns that embody the true essence of community. From the moment you set foot in these inviting locales, a sense of belonging washes over you like a gentle breeze. Whether you're strolling along vibrant Main Streets or savoring locally-sourced delights at cozy cafes, the residents here embrace visitors with open arms and genuine smiles. Their kindness extends beyond pleasantries, as they readily share stories, traditions, and insider tips, making you feel like an honorary member of their close-knit family. Embark on a journey to discover the friendliest towns in Vermont, where the warmth of the people is as captivating as the breathtaking scenery.

Weston

Aerial view of small town Weston in autumn.
Aerial view of small town Weston in autumn. Image credit John Couture via Shutterstock.

Tucked away in the heart of Vermont, Weston offers an idyllic escape for all who seek New England charm and tranquility. With its picturesque landscapes and quaint village, this hidden gem invites you to experience the epitome of rural beauty. Appreciate the warmth of the community as you explore its historic grist mill, one of the few functioning water mills in the region. Enjoy live performances, like opera, musicals, and craft shows, at the Weston Playhouse Theatre Company. Witness the breathtaking fall foliage that paints the surrounding hills in vibrant hues. Dine on the locally sourced culinary delights and savor the taste of Vermont's maple syrup. Weston's idyllic atmosphere promises a rejuvenating retreat where nature and culture intertwine, leaving lasting memories to cherish.

Grafton

The Vermont Country Store at Christmas in Grafton, Vermont is decorated for the Christmas season
The Vermont Country Store at Christmas in Grafton, Vermont. Image credit James Kirkikis via Shutterstock

Embodying a small-town feel and surrounded by endless covered bridges, Grafton's friendly residents create a tight-knit community that embraces newcomers and visitors with a kind attitude. From the moment you arrive, you'll be greeted by smiling faces and genuine hospitality. The town's quaint streets are lined with lovely New England historical buildings, including the Grafton Inn, where locals and visitors engage in heartfelt conversations. Grafton's iconic Fairy House Festival transforms the town into an enchanting storybook world, providing ample opportunities for connection and camaraderie. Grafton, with its scenic beauty and magical festivals, epitomizes the essence of a truly friendly town.

Brattleboro

Bridge in downtown Brattleboro, Vermont.
Downtown Brattleboro, Vermont.

Renowned for its friendly atmosphere, Brattleboro captivates visitors with its warm charm. The tight-knit community radiates a welcoming spirit, offering a sense of belonging to all who visit. Nature enthusiasts can explore picturesque landscapes, including the nearby Mount Wantastiquet, for hiking adventures. Cultural activities thrive with the annual Strolling of the Heifers, where locals and visitors can meet the town's farm animals, uniting the community. The vibrant farmers market showcases local produce and crafts, a great spot to engage in friendly conversations and make friends. Brattleboro's innate friendliness and diverse activities ensure an unforgettable experience for all who venture there.

Manchester Village

Manchester Village, Vermont: East Front of Hildene,Robert Todd Lincoln's 1905 Georgian Revival Summer home and its formal gardens
Manchester Village, Vermont, Hildene, Robert Todd Lincoln's 1905 Georgian Revival Summer home.

Manchester Village is a charming and friendly historic town that captures hearts with its hospitality. As part of the charming Manchester, this quaint community radiates a welcoming atmosphere. Stay in one of the town's historic bed and breakfasts, like the Wilburton Inn or The Inn at Ormsby Hill, to experience a taste of the friendly locals and learn about the towns' fascinating history. From lively conversations at local cafes to friendly encounters along Main Street, Manchester Village embodies small-town charm. Festivals and community events bring people together, fostering connections and creating lasting memories. Surrounded by stunning Mount Equinox, Manchester Village offers outdoor enthusiasts a friendly haven where hiking its trails is a real treat.

Waitsfield

Aerial view of Waitsfield, Vermont.
Overlooking Waitsfield, Vermont.

Buried in the natural landscapes of New England, Waitsfield delights with its charming community spirit. The town's residents embrace kindness, readily offering smiles and heartfelt greetings to neighbors and visitors alike. With quintessential New England character, Waitsfield's iconic Pine Covered Bridge is a charming addition to the town's rural beauty. The welcoming spirit is evident in its local businesses, from the cozy American Flatbread restaurant, where personalized service and friendly conversations are the norm. Whether you're enjoying the Hartshorn Organic Farm & Maple Sugar House or soaking in the town's cute historic buildings, Waitsfield envelops you in a warm-hearted embrace.

Shelburne

Shelburne Road in Shelburne, Vermont.
Shelburne Road in Shelburne, Vermont. Image credit John Arehart via Shutterstock

Nestled amidst the shores of Lake Champlain, Shelburne fosters a sense of togetherness that envelops both residents and visitors alike. The town's small community thrives on neighborly compassion and friendliness, greeting newcomers with smiles. With its vibrant social fabric, Shelburne offers numerous avenues for connection, including the popular Shelburne Farm, where residents and visitors come together to buy local cheeses, visit historic buildings, and eat delicious pastries. The town's Teddy Bear Factor is a must-see, watching your very own plushy come to life through incredible handmade crafting. Do not forget to visit the restored SS Ticonderoga that rests at the center of the town.

Stowe

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

Stowe exudes friendliness and kindness at every turn. The residents embrace a welcoming spirit, greeting both newcomers and long-time locals with open arms. The town hosts the Stowe Mountain Resort, where you can gaze upon the town's beauty as you ski down the beautiful Mount Mansfield. Stowe's strong sense of unity is reflected in its numerous community events and festivals, such as the local farmer's market and Music in Meadow, that bring people together, fostering connections and creating a welcoming environment for all. Whether enjoying outdoor activities, exploring the stunning landscapes, or simply engaging in conversation, Stowe radiates an affability that is infectious and enduring.

Woodstock

Covered bridge in Woodstock, Vermont with flowers blooming.
Covered bridge in Woodstock, Vermont.

Strolling along the beautiful streets of Woodstock, you will experience all the charming and luxurious historic houses. Its charm, however, lies in the warm smiles and genuine kindness of its residents. The community radiates a sense of belonging, embracing visitors as their own. Friendly shopkeepers greet you with open arms, while locals will engage in heartfelt conversations. Annual events like the Wassail Weekend and farmers markets foster a strong sense of community, encouraging camaraderie among neighbors. The idyllic and cozy Woodstock Inn & Resort offers visitors an authentic New England stay with Billings Park just a stone's throw away. Discover the town's history at the local museum, where you can relax in its colorful garden. From lending a helping hand to celebrating diversity, Woodstock exemplifies a genuine good nature that lingers long after your visit.

Greensboro

People sitting at picnic tables at Greensboro Bend, Vermont
Greensboro Bend, Vermont. Image credit Frank Grenon via Shutterstock

Farmland, lakes, and forests abound in the beautiful town of Greensboro. Renowned for its arts scene, this close-knit community thrives on its sense of creativity. Its residents embrace a genuine spirit of kindness, always ready to lend a helping hand. The town hosts numerous social events and gatherings at the famous Mirror Theatre, where live performances foster connections and friendships among its diverse inhabitants. Whether it's the Highland Center for the Arts, where neighbors participate in captivating exhibitions, or the lively community Music Festival, Greensboro values inclusivity and promotes a strong sense of belonging. Residents take pride in their local businesses, like the Willey Store, ensuring that newcomers feel like part of the family.

Vermont boasts an array of welcoming communities that embody the true spirit of friendliness. From charming villages to bustling small towns, the Green Mountain State has a lot to offer in terms of warmth and hospitality. The friendliest towns in Vermont have earned their reputation for their tight-knit communities, welcoming residents, and a genuine sense of belonging. Whether it's the cheerful smiles on the streets, the cozy local shops, or the open-hearted conversations at the farmers' markets, these towns exude a sense of neighborly affection that leaves visitors feeling like old friends. So, if you're seeking a destination where kindness is a way of life, Vermont's friendliest towns are the perfect choice for an unforgettable experience of true community spirit.

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