A reimagined Woodstock VT hotel with charm, comfort, and no check-in line. Discover one of the most unique places to stay in Woodstock Vermont.
Set just outside downtown, The Jackson Woodstock blends classic Vermont inn vibes with modern-day ease—like digital check-in, thoughtful design, and local flair.
Tucked in the heart of Vermont’s most iconic town, The Jackson Woodstock offers something a little different for travelers seeking both charm and convenience. We’re not your grandmother’s B&B—but she’d probably still approve.
From the moment you book, everything about your stay is designed to be easy.
Inside, rooms are bright, welcoming, and totally one-of-a-kind—each styled with vintage touches, cozy linens, and Vermont-made details. Whether you’re road tripping through New England, planning a romantic weekend, or skiing nearby Killington, The Jackson feels like your own personal retreat.
We’re just a short stroll or drive from Woodstock’s best spots:
- Morning coffee from Abracadabra
- A walk around the Green
- Farmhouse dinner at Worthy Kitchen
- Hikes, bike rides, and covered bridges galore
