When most people think of Vermont, images of Burlington’s bustling streets, Stowe’s ski slopes, or Woodstock’s quaint charm often come to mind. But beyond these well-trodden paths lie towns brimming with character, history, and natural beauty—just waiting to be explored. As someone who’s journeyed through the nooks and crannies of the Green Mountain State, I’ve discovered that Vermont’s true essence often resides in its lesser-known locales.
In this guide, I’ll take you through some of Vermont’s most underrated towns. Whether you’re a history enthusiast, an art lover, or someone seeking serene landscapes, these towns offer a slice of authentic Vermont life without the crowds.
Table of Contents
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Middlebury: A Blend of Academia and Natural Beauty
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Bellows Falls: Where History Meets the Arts
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Brandon: The Artistic Soul of Vermont
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Hardwick: A Culinary and Agricultural Haven
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Grafton: Timeless Charm in a Picturesque Setting
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Poultney: A Town Steeped in Slate and Spirit
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Weston: The Quintessential Vermont Village
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Island Pond: Nature’s Playground in the Northeast Kingdom
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Tips for Exploring Vermont’s Hidden Gems
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Conclusion
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FAQs
1. Why Middlebury Stands Out Among Underrated Towns in Vermont for Its Academic Charm and Scenic Beauty
Nestled in the heart of Vermont, Middlebury seamlessly marries the vibrancy of a college town with the tranquility of nature. Home to Middlebury College, the town exudes an intellectual charm that’s hard to miss. Walking through its streets, you’re greeted by historic architecture, boutique shops, and a palpable sense of community.
One of my favorite spots is the Trail Around Middlebury (TAM), an 18-mile loop that offers scenic views of the town’s outskirts. For art enthusiasts, the Middlebury College Museum of Art showcases a diverse collection, from ancient artifacts to contemporary pieces. And if you’re visiting in the warmer months, don’t miss the Middlebury Farmers Market—it’s a delightful blend of local produce, crafts, and live music.
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2.Why Bellows Falls Deserves a Spot Among Underrated Towns in Vermont for History and the Arts
Perched along the Connecticut River, Bellows Falls is a town that wears its history proudly. Once a bustling industrial hub, remnants of its past are evident in the well-preserved architecture and the iconic Bellows Falls Canal.
But it’s not just about history here. The town has reinvented itself as a cultural hotspot. The Bellows Falls Opera House, with its vintage charm, hosts a variety of performances, from indie films to live theater. Strolling through downtown, you’ll find art galleries, antique shops, and cozy cafes that invite you to linger.
One unique attraction is the Bellows Falls Fish Ladder and Visitor Center. It’s fascinating to watch migratory fish navigate their way upstream—a testament to nature’s resilience.
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3. Brandon Shines as One of the Most Underrated Towns in Vermont for Art Lovers
Often dubbed the “Art and Soul of Vermont,” Brandon is a haven for creatives and art aficionados. The town’s commitment to the arts is evident in its numerous galleries, studios, and public art installations.
The Brandon Artists Guild is a must-visit. Showcasing works from over 30 local artists, it offers a glimpse into the region’s rich artistic tapestry. Throughout the year, Brandon hosts various art-centric events, from open studio weekends to plein air painting festivals.
Beyond the arts, Brandon boasts a charming downtown filled with historic buildings, delightful eateries, and boutique shops. The town’s sense of community is palpable, making every visitor feel right at home.
4. Why Hardwick Deserves a Spot Among the Most Underrated Towns in Vermont
Hardwick might be small in size, but its impact on Vermont’s farm-to-table movement is monumental. Dubbed “The Town That Food Saved,” Hardwick has become a model for sustainable agriculture and community-driven food systems.
The town is home to the Vermont Food Venture Center, a facility that supports local food producers and entrepreneurs. For cheese lovers, a visit to the Cellars at Jasper Hill is a treat—it’s renowned for its award-winning cheeses crafted with care and tradition.
Dining in Hardwick is an experience in itself. Restaurants like Positive Pie offer dishes made with locally sourced ingredients, ensuring freshness in every bite. And if you’re around on a Friday, the Hardwick Farmers Market is a bustling hub of local produce, crafts, and live music.
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5. Why Grafton Is One of the Most Underrated Towns in Vermont for Timeless Charm and Scenery
Grafton feels like a step back in time—in the best way possible. With its meticulously preserved 19th-century buildings, winding roads, and lush landscapes, the town exudes a serene charm that’s hard to resist.
The Grafton Village Cheese Company is a highlight, offering a range of artisanal cheeses that are a testament to Vermont’s dairy heritage. The Grafton Inn, one of the oldest operating inns in the U.S., provides a cozy stay steeped in history.
Nature enthusiasts will appreciate the numerous hiking trails surrounding the town, offering panoramic views of Vermont’s countryside. Whether you’re exploring the local museums or simply enjoying a leisurely walk, Grafton promises a peaceful retreat from the hustle and bustle.
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6. Why Poultney Deserves a Spot Among the Most Underrated Towns in Vermont for Its Slate and Spirit
Poultney, nestled near Vermont’s western border with New York, is one of those towns where every street and stone tells a story. Known historically for its role in the slate industry, Poultney is rich in heritage and strong community values. As I wandered through Main Street, it struck me how welcoming the town felt—authentic, unpretentious, and full of heart.
You’ll notice right away the town’s distinct slate sidewalks and structures, remnants of its industrious past. For history buffs, the Slate Valley Museum and the Poultney Historical Society provide a deep dive into how this industry shaped the town and the region. It’s a fascinating look into Vermont’s lesser-known contributions to American industry.
Poultney also boasts abundant natural beauty. Lake St. Catherine State Park is just a short drive away and offers swimming, kayaking, hiking, and even camping. I spent an afternoon paddling on the lake and hiking its wooded trails—an idyllic escape from the noise of everyday life.
For outdoor lovers, the Slate Valley Trails are a must. This expanding network of trails welcomes hikers, bikers, and even snowshoers in the winter months. I recommend grabbing a trail map and heading out early for a peaceful morning adventure. You’ll likely have the trail to yourself, except for the occasional bird or deer.
Food-wise, don’t miss Taps Tavern, a cozy local spot known for its comfort food and welcoming atmosphere. I had one of the best burgers here, paired with a Vermont craft beer that truly hit the spot.
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7. Why Weston Deserves a Spot Among the Most Underrated Towns in Vermont
If Vermont had to nominate one town as the picture-perfect village, my bet would be Weston. It’s small, yes—but packed with character, charm, and a touch of nostalgia that you won’t find in the more touristy locales. I felt like I had stepped onto a movie set from the moment I arrived, and trust me, your camera will love this place too.
Weston’s beating cultural heart is the Weston Playhouse Theatre Company. Set in a historic building near the town green, it’s Vermont’s oldest professional theatre company and a must-see. The quality of performances rivals what you’d expect in much larger cities. I caught a show here last summer, and it was a highlight of my entire trip.
But there’s more. The Vermont Country Store is a destination in itself. Think shelves lined with old-fashioned candy, home goods, vintage toys, and local Vermont products. Walking through it felt like a trip back in time—nostalgic, quirky, and totally charming. It’s the kind of place you enter to “just take a look” and walk out with a bag full of unique finds.
Beyond that, there’s the Farrar-Mansur House Museum, offering a peek into 19th-century life in Vermont. For a peaceful afternoon, take a stroll along the West River Trail or picnic in the town green. It’s the kind of town where you don’t need a packed itinerary—just show up and soak in the atmosphere.
If you’re hungry, don’t skip the Bryant House Restaurant. It’s housed in an old Victorian and serves classic New England fare. I ordered the pot roast and was immediately transported to Sunday dinners at grandma’s—pure comfort on a plate.
8.Why Island Pond Shines Among the Most Underrated Towns in Vermont
If you’re looking to truly unplug and immerse yourself in nature, then Island Pond should be on your Vermont travel list. Tucked away in the remote Northeast Kingdom, this town offers unparalleled access to the state’s wildest and most beautiful landscapes. It’s off the beaten path, sure—but that’s exactly the point.
The town is centered around the lake it’s named for—Island Pond—which provides endless opportunities for kayaking, paddleboarding, fishing, and swimming. I spent a full day here lounging by the water, and I couldn’t believe how peaceful it was. In the winter, the area transforms into a snow-covered wonderland perfect for snowmobiling and cross-country skiing.
Island Pond is also a gateway to the Kingdom Trails, one of the top mountain biking destinations in the U.S. With trails for all levels, it’s an outdoor enthusiast’s dream. Even if biking isn’t your thing, you’ll appreciate the crisp mountain air and jaw-dropping views.
A local favorite for food and friendly faces is the Essex House and Tavern. After a long day of adventuring, I sat down here for a hearty meal and a craft beer brewed just a few miles away. The staff were as warm as the wood-paneled interiors, and it made me feel right at home.
Don’t miss nearby Brighton State Park either—it’s got beautiful campsites right by the lake and scenic trails that offer sweeping views of the surrounding forests. Whether you stay for a weekend or just pass through on a day trip, Island Pond feels like Vermont distilled to its purest, most natural form.
9.Top Tips for Exploring the Most Underrated Towns in Vermont’s Hidden Gems
Exploring these underrated towns takes a bit more planning than a trip to Burlington or Stowe, but the rewards are absolutely worth it. Here are a few tips based on my own experiences:
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Plan Ahead: Accommodations in small towns fill up fast, especially in peak foliage season. Booking early ensures you’ll get the best spots.
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Support Local: Shop at local boutiques, dine at family-run restaurants, and check out regional festivals or farmers markets. Your dollars make a difference here.
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Pack for Weather: Vermont’s weather can be unpredictable. Layers are your best friend. I’ve experienced chilly mornings, warm afternoons, and rainy evenings—all in one day.
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Respect Nature and Locals: These towns are proud of their environment and heritage. Leave no trace, drive slowly through town centers, and be courteous to residents.
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Use Offline Maps: Cell service can be spotty in rural areas. Download Google Maps offline or grab a good old-fashioned road map.
10. Conclusion: Embracing the Quiet Magic of Underrated Towns in Vermont
There’s something truly magical about Vermont’s underrated towns. They aren’t just pit stops or scenic drives—they’re living, breathing communities filled with real stories, real people, and real charm. Unlike the well-trodden paths of Burlington or Stowe, these hidden gems offer you a chance to slow down, breathe in the fresh mountain air, and rediscover what travel is really all about.
Each town we explored—Middlebury, Bellows Falls, Brandon, Hardwick, Grafton, Poultney, Weston, and Island Pond—offers its own flavor of Vermont, whether it’s the scent of artisan cheese wafting through a general store, the sound of a babbling brook along a hiking trail, or the warmth of a local greeting you at a roadside diner.
I personally recommend making these places a priority on your next Vermont itinerary. Not only will you find peace away from the crowds, but you’ll also contribute to local economies that rely on thoughtful tourism. Let your journey be more than a checklist of landmarks—let it be an immersive, soulful experience. These towns remind us that sometimes the road less traveled is the one worth taking.
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FAQs
1. What is the best time to visit Vermont’s underrated towns?
The best time is fall for foliage, summer for outdoor activities, and winter for a cozy snowy retreat. Spring is quieter and ideal for budget travelers.
2. Are these towns suitable for family vacations?
Absolutely! Many have kid-friendly parks, museums, trails, and cultural events. Plus, they’re less crowded and more relaxed than major cities.
3. How do I get around in these towns?
A car is essential. These areas are rural, and public transportation is limited. Offline maps or a GPS are recommended due to patchy cell coverage.
4. Can I find vegan or vegetarian options in these towns?
Yes, especially in towns like Hardwick and Brandon. Vermont is known for its farm-to-table movement, and many eateries cater to dietary preferences.
5. Are accommodations affordable in these underrated towns?
Generally, yes. You’ll find cozy inns, B&Bs, and budget-friendly motels that offer a more personal and unique experience than chain hotels.
