8 Prettiest Small Towns In Vermont
When it comes down to ranking the prettiest states, Vermont easily tops the list. The state offers a diverse landscape and is famous worldwide for its picture-perfect fall foliage. From its charming covered bridges, sparkling waters of Lake Champlain, and the staggering Green Mountains, Vermont does not fall short of natural beauty. Take a leisurely drive down the iconic Route 100 or visit one of Vermont's storybook towns and see why the state lives up to its reputation as a visual masterpiece.
Woodstock
Woodstock is the textbook definition of a classic New England town with a slower pace of life. The town boasts many well-preserved historical landmarks that perfectly showcase 19th-century architecture. Take a peak at Vermont's rural roots at Billings Farm & Museum. Tour the 1890 Manager's House and see life back in the day. Watch the dairy cows in action and visit the other animals, such as sheep, goats, chickens, steers, and horses. Afterward, purchase cheddar cheese, chocolate milk, or yogurt for an authentic farm-to-table experience.
Rest up after a long day at the farm at the renowned Woodstock Inn & Resort. What started as a tavern in 1793 has transformed into a luxurious establishment with friendly hospitality. The guestrooms are peaceful retreats that make visitors feel right at home. Relish in Woodstock Inn's convenient location and just minutes away from all the action on Central Street.
Woodstock is a quintessential fall destination as the town lights up with warm hues. Vermont is a prime destination for leaf-peeping, with countless opportunities to snap legendary photos. For a panoramic view of Woodstock, hike up Mount Tom. Surrounded by shades of reds, oranges, and gold, the forested trail is a serene trek perfect for fall explorers.
Middlebury
Snuggled on the western side of the Green Mountains, Middlebury is a scenic paradise attracting many outdoor enthusiasts. Walk along Otter Creek to see the crashing 18 feet of Middlebury Falls. The surrounding trail is a peaceful walk ideal for all skill levels. Located just a short drive from Middlebury, the Robert Frost Interpretive Trail is a tranquil stroll for those looking to get out of the town and be surrounded by nature. The hike is appropriate for everyone, and visitors can read Robert Frost's poems while strolling through Vermont's quiet wilderness.
With Middlebury Falls in the heart of downtown, there is a captivating blend of comforting nature and an idyllic town center within walking distance. Discover a new read at The Vermont Book Shop, a local favorite since 1949. The indie bookstore is a Main Street gem and adored by many.
Manchester
Manchester is an artsy town with a thriving creative scene. Visitors flock to the area in the summertime for the annual Manchester Music Festival. The event celebrates classical music, literature, and poetry. From July until August, be in awe at the concerts or bring the kids for the family programs. The Southern Vermont Arts Center is another Manchester treasure where art lovers gather. With ever-changing exhibits, including works from local schools, the cultural hub is all-ages friendly. From photography lessons to pencil crayon workshops, it is a remarkable way to go hands-on in the magical world of art.
Step back in time with Manchester's old-world charm and well-preserved historical buildings. The fairytale town has an enchanting ambiance and postcard-worthy views. Reserve a room at the Inn at Manchester and relish in Vermont's relaxed lifestyle. Constructed in 1888 as a private residence, the Inn is steeped in historical allure. Each guestroom is unique and is a touch of the good old days mixed with comfort and elegance. Meet up with friends and make a toast at Ye Olde Tavern, a notable Manchester landmark since 1790. The colonial-style atmosphere pairs well with the wide range of delectable eats. Choose from chicken pot pie to Atlantic salmon and Tuscan pasta.
Stowe
During the colder months, Stowe becomes a winter wonderland and a hotspot for outdoor recreation. For over 100 years, Stowe Mountain Resort has been an iconic year-round utopia for skiing, snowboarding, hiking, and basking in the great outdoors. Nothing beats cruising down Mount Mansfield, the highest peak in Vermont. The resort is still lively in the summertime, with hiking, scenic drives, and a panoramic ride on the gondola. Autumn attracts many guests. Watch Stowe light up in warm colors during the legendary fall foliage season.
Grab a good pair of shoes and traverse to Moss Glen Falls, roughly around a five-minute drive from Stowe's striking historic village. The hike is soothing, with a grand finale of a glistening waterfall. Explorers may choose to trek the other paths for further exploration into Vermont's mesmerizing terrain. It is not a proper trip to Vermont without seeing one of the many dreamy covered bridges. Take a journey to Emily's Bridge, also called the Gold Brook Bridge. The bewitching attraction is one of the oldest covered bridges in the country and is rumored to be haunted. Emily's bridge exudes an eerie but intriguing magnetism.
Grafton
Grafton is a timeless New England town that encapsulates a laid-back lifestyle and tight-knit community. Stay where history has made its mark at The Grafton Inn. Constructed in 1801, it is one of the oldest Inns in the state. Unwind and relish in a harmonious blend of vintage and modern luxury. Many guests love The Grafton Inn's convenient location as it is smack in the middle of all the downtown excitement and surrounded by many historical marvels. Walk down to the Grafton Historical Society to see the chronicles of around 250 years. Just across the street, discover the gripping story of Alec Turner, an escaped slave, at The Turner Hill Interpretive Center.
Grafton is the place to savor a taste of Vermont. Treat yourself to handcrafted and award-winning cheeses from the Grafton Village Cheese Company. Inside and out, the establishment is adorable and oozes a cozy country-style vibe. Pick up a classic, such as aged cheddar, or try something new, such as truffle or maple smoked cheddar. Plummer's Sugar House is another top-tier adventure. Purchase the finest maple products, including 100% maple syrup, maple cream spread, and maple candies. Discover the process from maple tree to bottle with the complimentary tour offered with every purchase.
Weston
Weston is a small town with lots of character and old-fashioned fun. Home to the signature Vermont Country Store, stock up on general goods flourishing with rustic appeal. From linens, seasonal treats, apparel, home decor, and beauty products, the store has a wide selection of merchandise that exudes a Vermont lifestyle. The Weston Village Store is another shopping haven carrying Vermont staples. Grab a quirky souvenir, such as a snow globe or puzzle, or indulge in homemade fudge.
Dinner and a show is an unmatched evening. Only open Thursday through Sunday, revel in exquisite and exclusive eats at The Left Bank. Have a feast with menu specialties of Beef Cheek Bourgingion, Caviar, Pasta Printemps, and Cold Brew Crème Brûlée. Afterward, head down the street to the Weston Theater Company, entrancing guests for over 85 years. A variety of shows and performances are available throughout the year and captivate all ages. Past presentations include A Weston Winter Cabaret, author discussions, art and storytelling with Lyman Orton, and live music by the Weston Hootenannies.
Shelburne
Along the shores of Lake Champlain is Shelburne, a lakeside town that perfectly encompasses a rural Vermont lifestyle. Shelburne Farms is an essential stop and an incredible place to learn about agricultural practices. The extraordinary property covers around 1,400 acres, including a working farm, woods, a flower garden, and historic barns. Watch the cheese-making process, venture out on the walking trails, and bring little ones to the Children's Farmyard. The surrounding rolling hills provide the ideal backdrop for this magazine-worthy farm.
Spend the day at Shelburne Orchards and take home some of Vermont's finest fresh produce. The orchard is a fall oasis with hay rides, apple cider doughnuts, and apple cider. Pick some apples from the endless rows of trees or head to the on-site distillery for handcrafted apple brandy. Golfing is another great way to appreciate Shelburne's panoramic beauty. Putt around the 18-hole Kwiniaska Golf Course with the Green Mountains and the Adirondack Mountains in the background. The course is open from May to October and is friendly for all skill levels.
Waitsfield
Waitsfield is the kind of town that belongs in a movie, with rows of cozy farms. Surrounded by the Green Mountains and the Green Mountain National Forest, Waitsfield is a gentle combination of outdoor adventure and small-town rural warmth. Purchase some of Vermont's freshest at Hartshorn Farm. From maple syrup to jam produce and baked goods, the farm has a fantastic selection of local delicacies. Book in advance for a tour of Hartshorn Farm to get an insider's look at daily practices. Take a peak inside the maple sugar house or sample some of the organic fruits and vegetables grown in the fields. The Waitsfield Farmer's Market is another fantastic way to support the locals while savoring Waitsfield flavors. Open on Saturdays from May to October, pick up some farm fresh vegetables, prepared foods, or homemade crafts.
Extend the trip in Waitsfield with a comfortable stay at Lareau Farm Inn, a historic farmhouse bursting with personality. Established in 1794, the property has a long history. Currently, Lareau Farm Inn hosts weddings, events, and unforgettable guest stays. Relax in the rustic atmosphere where each day feels like a warm and comforting hug. Dig into a country breakfast and walk the property while breathing in that fresh, open air.
Experience the Beauty of Vermont's Small Towns
Vermont is a living picture book where every corner is brimming with scenic wonder and radiance. Throughout the year, the state transforms from world-renowned fall foliage to a winter wonderland, followed by colorful springs and sunny summers. Head to classic New England towns like Woodstock and Grafton for an authentic, relaxed lifestyle along their picture-perfect streets. See the rural side of Vermont in Waitsfield or explore the slopes in Stowe. Shop at the iconic Vermont Country Store in Weston or wander Middlebury's cozy downtown area. It is easy to say that Vermont is rich in the natural beauty that circles its bewitching small towns.
