Tucked Away in the Heart of Woodstock, VT
Nestled on a quiet road just minutes from the center of town, The Jackson offers a stay that feels both intimate and timeless. With its original 1890s architecture, peaceful grounds, and inviting interiors, this inn is made for travelers who crave character, calm, and a bit of storybook charm.
Whether you’re passing through on a New England road trip or planning a longer escape, The Jackson is an ideal home base to explore Woodstock’s covered bridges, local farms, and forest trails.
Designed for a Slow, Cozy Stay
Each of The Jackson’s 16 guest rooms is unique, thoughtfully designed with vintage furnishings, warm textures, and carefully restored details. You won’t find uniformity here—just layered comfort, plush bedding, and a sense of arrival the moment you walk through the door.
Some rooms offer fireplaces for cool nights, while others feature views of the property’s private pond or quiet gardens. Throughout the inn, shared spaces invite lingering: a reading nook with local books, a porch for your morning coffee, and outdoor seating areas that change with the seasons.
The Best of Woodstock, at Your Doorstep
The Jackson sits just a short walk or drive from downtown Woodstock, VT—where you’ll find a mix of cozy cafés, art galleries, general stores, and iconic stops like Billings Farm and Sugarbush Farm. For outdoor lovers, the trails at Marsh-Billings-Rockefeller National Historical Park and nearby Quechee Gorge offer easy access to Vermont’s beauty.
In fall, The Jackson is a front-row seat to peak foliage. In winter, it’s a warm base for ski weekends at nearby Saskadena Six or Killington. And in summer, the pace slows—ideal for long hikes, ice cream runs, and exploring small towns.
Why Guests Love Staying at The Jackson
Walkable to Woodstock’s town center
Cozy, non-cookie-cutter guest rooms
Fireplaces and seasonal amenities
Peaceful setting with a private pond and garden
Easy drive to hiking, skiing, and scenic stops across Central Vermont
Planning Your Trip
The Jackson is open year-round, with special rates and packages available for midweek stays, couples’ getaways, and last-minute escapes.
📍 Located at 43 Senior Lane, Woodstock, VT
🚗 Free on-site parking
🐾 Select pet-friendly rooms available
Book Your Stay at The Jackson
Discover a different kind of hotel stay in the Green Mountains. The Jackson is where quiet mornings, thoughtful details, and local flavor come together. Check availability and book your stay.
