This Charming Small Town In Vermont Is Ideal For A Scenic Weekend Drive

Tucked away in the heart of Vermont’s Green Mountains, Weston is the kind of place that makes you want to slow down, roll down the windows, and breathe in the mountain air.

This tiny village along scenic Route 100 offers everything a weekend road trip should: winding country roads, charming shops brimming with nostalgia, and a pace of life that feels deliciously unhurried.

Whether you’re hunting for homemade fudge, catching a live theater show, or simply soaking in the views, Weston delivers small-town magic at every turn.

A Storybook Village Nestled Along Vermont’s Scenic Route 100

Weston sits pretty on Route 100, one of Vermont’s most legendary drives, where every bend reveals another postcard-worthy vista. The village green is framed by white clapboard buildings, church steeples, and mountains that seem to cradle the town in their arms.

Driving through feels like flipping through a vintage travel magazine. The road winds gently past farms, forest-lined hills, and maple groves that glow gold in autumn. Covered bridges are common along Route 100 and nearby roads, though not directly in the village itself.

You’ll find yourself pulling over just to snap photos or sit on a bench and stare at the scenery. Route 100 is famous for good reason, it threads through some of the most beautiful countryside in New England, and Weston is its jewel.

Step Back In Time At The Vermont Country Store

Since 1946, The Vermont Country Store has been a time capsule of Americana, packed floor to ceiling with penny candy, cast-iron cookware, and toys your grandparents played with. Walking in feels like stepping into a Norman Rockwell painting, minus the paint smell.

The aisles overflow with Vermont-made maple syrup, wool socks, and quirky gadgets you didn’t know you needed. Kids go wild for the candy barrels, while adults get misty-eyed over flannel pajamas and hand-crank ice cream makers. It’s nostalgia you can touch, taste, and take home.

This isn’t just shopping, it’s an experience that defines Weston’s timeless, unhurried charm.

Sweet Treats And Small-Town Flavor At The Weston Village Store

Right across from The Vermont Country Store stands its equally charming neighbor, the Weston Village Store, which has been serving up smiles and sweets since the late 19th century (established in 1881 as the original general store). The fudge counter alone is worth the trip, thick slabs of chocolate, maple walnut, and peanut butter that practically melt on your tongue.

Shelves are stocked with local maple syrup, homemade jams, and Vermont cheese that’ll ruin you for grocery store brands forever. The staff greets you like family, even if it’s your first visit. Grab a cup of coffee, browse the handmade crafts, and soak in the kind of hospitality that makes small towns unforgettable.

Culture And Creativity Shine At The Weston Theater Company

Who says you need Broadway when you’ve got Weston? The Weston Theater Company has been bringing professional-quality productions to this mountain village since the mid-1930s (its first summer season began in 1937), making it Vermont’s oldest professional theater.

Summer and fall performances range from musicals to dramas, all staged in an intimate setting where every seat feels like the best in the house. Although the historic Weston Playhouse building suffered flood damage in 2023, the company continues to host shows and events at its Walker Farm venue nearby.

The theater is tucked right in the village, so you can catch a matinee, then stroll to the general store for ice cream. Actors often mingle with the audience after shows, adding a personal touch you’d never get in a big city.

History Preserved At The Farrar-Mansur House And Old Mill Museum

History buffs and curious families alike will love the Farrar-Mansur House and Old Mill Museum, where Weston’s 18th- and 19th-century roots come alive. Run by the local historical society, these small museums pack a surprising punch with period furnishings, antique tools, and stories of early Vermont settlers who carved out lives in these rugged mountains.

The Farrar-Mansur House, built in the late 18th century (often cited around 1795–1797), offers a glimpse into early domestic life, while the Old Mill showcases the ingenuity of early Vermont industry. Guided tours are short but fascinating, perfect for a quick detour that adds depth to your scenic drive.

You’ll leave with a newfound appreciation for Weston’s enduring spirit.

Find Peace And Reflection At The Weston Priory

Just outside Weston’s village center, the Weston Priory offers a sanctuary of stillness that feels almost otherworldly. This Benedictine monastery welcomes visitors to walk its peaceful grounds, where trails wind through woods and meadows that seem to hum with quiet grace.

You’re invited to attend morning prayers if you’d like, or simply sit in the chapel and let the silence wash over you. The monks here have been living simply and prayerfully since the early 1950s (the community was founded in 1953), and their gentle presence adds to the tranquility. Even if you’re not religious, the beauty and calm are deeply restorative.

It’s a place to pause, breathe, and remember what matters.

The Perfect Weekend Drive

Everything that makes Weston special comes together in one unforgettable weekend loop. The roads twist through valleys and over hillsides, each mile more beautiful than the last, with the Green Mountains standing guard over fields dotted with red barns and grazing cows.

You can shop for penny candy, catch a live show, tour a museum, and find moments of zen at the priory, all without rushing. Cozy country inns like the Colonial House Inn or The Weston offer restful stays and hearty Vermont breakfasts, often served with local maple syrup.

The village green invites picnics and people-watching, while the surrounding forests beg for a short hike. Weston is where scenic drives become soul-filling journeys.