When you stay at The Jackson in Woodstock, Vermont, you’re perfectly positioned to explore some of New England’s most charming small towns. Nestled in the heart of the Green Mountains, Woodstock is a destination in itself—but it’s also the ideal home base for day trips to surrounding villages filled with history, culture, and classic Vermont scenery.
Nearby Towns to Visit
Quechee, VT (10 minutes from The Jackson)
Famous for the breathtaking Quechee Gorge, Vermont’s “Little Grand Canyon,” this town is a must-see. Enjoy scenic hikes, stop by the Quechee Covered Bridge, or spend time at the Vermont Institute of Natural Science (VINS) for raptor exhibits and forested walking trails. The Quechee Antique Mall and Simon Pearce Glassworks also make for unique shopping and dining experiences.
Hanover, NH (25 minutes from The Jackson)
Just across the river, Hanover is home to Dartmouth College, giving the town an energetic, cultural feel. Stroll through Main Street for boutique shopping, art galleries, and cozy cafés, or take in a show at the Hopkins Center for the Arts. It’s the perfect blend of Ivy League charm and New England hospitality.
Killington, VT (30 minutes from The Jackson)
Known as the ski capital of the East, Killington draws visitors year-round with its world-class slopes and vibrant après-ski scene. In the summer and fall, the mountain transforms into a hub for hiking, mountain biking, and scenic gondola rides. Whether you’re chasing powder or autumn foliage, Killington makes a great adventure-filled day trip.
Rutland, VT (40 minutes from The Jackson)
As one of Vermont’s larger towns, Rutland offers a mix of history and modern-day conveniences. Explore the Downtown Historic District, the weekly Rutland Farmers Market, and the Paramount Theatre for live entertainment. It’s a great spot to combine culture, dining, and shopping in one trip.
White River Junction, VT (20 minutes from The Jackson)
Once a major railroad hub, White River Junction has reinvented itself as a quirky, arts-driven community. The downtown is filled with creative studios, theaters, and coffee shops, giving it a unique, eclectic vibe. Stop by the Center for Cartoon Studies or grab a craft beer at a local brewery.
