Often overshadowed by Vermont’s famous destinations like Stowe and Woodstock, Wilmington is finally earning its reputation as the state’s “most underrated town.” Located in the picturesque Deerfield Valley at the base of the Green Mountain National Forest, Wilmington offers visitors an authentic slice of Vermont life—blending nature, historic charm, and vibrant local culture.
An Artsy Haven With Scenic Trails
Wilmington’s main claim to fame is its uniquely artsy atmosphere and miles of scenic trails. Step into downtown and you’ll find locally owned shops, galleries showcasing regional artists, and a laid-back vibe that invites you to linger. Wilmington is the first real stop on the legendary Vermont Route 100—a route adored for its classic New England scenery and small-town hospitality.
Surrounding the town, miles of hiking and biking trails wind through forests and along the rolling Deerfield River, turning the area into a year-round playground for outdoor enthusiasts.
Historic Roots and Small-Town Character
Founded in 1751, Wilmington’s history runs deep. The town initially prospered thanks to its proximity to the Deerfield River, serving as a hub for agriculture and railroad trade. Today, you’ll still feel that down-home, welcoming spirit in every aspect of Wilmington—whether it’s the friendly faces at breakfast diners or the vibrant Saturday farmers markets.
Classic architecture and well-preserved buildings line Main Street, and the town’s unique blend of old and new makes it ideal for those looking to experience true Vermont charm.
Trendy Dining and Local Flavors
Wilmington is celebrated for its exciting dining scene, featuring trendy restaurants and cozy cafes serving everything from farm-to-table Vermont fare to creative international dishes. Local chefs take pride in sourcing ingredients from nearby farms, ensuring every meal is a taste of the region.
Whether you’re enjoying brunch at a sunny bistro, sampling maple-infused specialties, or sipping craft beers with live music, Wilmington’s food culture stands shoulder-to-shoulder with Vermont’s more established culinary hotspots.
The Perfect Gateway to Adventure
Wilmington is more than just a town—it’s a gateway to Vermont’s wild beauty and adventure. Its location near the Green Mountain National Forest puts world-class hiking, kayaking, and wildlife-watching just minutes from the town center. Each season reveals new reasons to visit: from vibrant fall foliage hikes to snowy cross-country trails in winter.
For those traveling from Albany, Boston, or Hartford, Wilmington is an easy and scenic drive, making it accessible for weekend escapes or longer vacations.
Why Wilmington Stands Out As Vermont’s Hidden Gem
While other Vermont towns draw crowds for their fame, Wilmington quietly impresses with its genuine spirit, stunning surroundings, and abundance of local experiences. In 2025, this artsy, active, and endlessly friendly community stands as Vermont’s “most underrated town”—perfect for those looking to discover The Green Mountain State’s best-kept secrets.
Head off the beaten path and let Wilmington surprise you—it’s the authentic Vermont you’ve been searching for.
Sources
[1] https://www.islands.com/1829277/wilmington-vermont-underrated-artsy-charming-town-thriving-miles-trails-downtown-shops-trendy-dining/
[2] https://www.worldatlas.com/cities/6-most-overlooked-vermont-towns-for-2025.html
[3] https://www.pinterest.com/pin/376754325094351813/
[4] https://www.tripadvisor.com/Attractions-g28966-Activities-zft12156-Vermont.html
[5] https://www.homestratosphere.com/worst-towns-for-retirement-in-vermont-for-2025/
