Looking for a scenic New England escape that blends small-town charm, modern comfort, and a touch of timeless elegance? Nestled in the heart of Woodstock, Vermont, The Jackson is a boutique hotel designed for travelers who crave more than just a place to stay.
Discover Boutique Comfort in Vermont
The Jackson is more than a hotel—it’s an experience. Set on a quiet hilltop just minutes from downtown Woodstock, our inn offers 16 thoughtfully designed rooms with plush bedding, heirloom furniture, and cozy details that make you feel instantly at home. Whether you’re visiting for fall foliage, a winter ski trip, or a summer hiking getaway, The Jackson offers the perfect blend of rustic charm and modern convenience.
On-Site Dining at Oakes & Evelyn
No need to leave the property for an unforgettable meal. Our on-site restaurant, Oakes & Evelyn, serves elevated, locally inspired fare using seasonal Vermont ingredients. Join us for a hearty breakfast before your adventure or unwind with a cocktail and shareable dinner plates in the evening.
Steps From Adventure, Moments From Town
Our location offers effortless access to everything that makes Woodstock so special:
Â
-
Downtown Woodstock: Just 5 minutes away—enjoy boutiques, cafes, galleries, and covered bridges.
-
Killington & Six: Hit the slopes with ease during ski season.
-
Quechee Gorge & Local Trails: Explore scenic hikes and outdoor beauty right from our doorstep.
Why Guests Love The Jackson
-
Relaxing outdoor spaces, including fire pits and hammocks
-
Walking distance to shops and restaurants
-
Cozy robes, premium bath products, and curated local touches
lan Your Vermont Getaway
Whether you’re planning a romantic weekend, a foliage road trip, or a cozy winter retreat, The Jackson in Woodstock, VT is your basecamp for comfort and discovery.
Â
Ready to book your stay? Explore our rooms and start planning your perfect Vermont escape today.
