Your Perfect Stay in Woodstock, VT Starts at The Jackson
If you’re planning a trip to Woodstock, Vermont, there’s no better place to stay than The Jackson, a historic boutique hotel tucked just steps from the heart of town. With its blend of classic New England charm and modern comfort, The Jackson is your perfect home base for a weekend escape, ski trip, romantic getaway, or foliage road trip.
A Boutique Hotel in the Heart of Woodstock
Located just a short walk from Woodstock’s covered bridges, local shops, and award-winning restaurants, The Jackson offers travelers direct access to everything this beloved Vermont town has to offer. From the hotel, you can stroll downtown, hike nearby trails, or take a quick drive to Killington and other ski resorts.
Thoughtfully Designed Rooms With Timeless Touches
Each of The Jackson’s 16 rooms is uniquely designed, blending cozy textures, heirloom details, and modern amenities. Whether you’re staying in a spacious suite or a cozy king room, expect plush bedding, curated local touches, and everything you need for a restful stay.
Now Open: Oakes & Evelyn
The Jackson is also home to Oakes & Evelyn, a new on-site restaurant that’s quickly become a favorite among guests and locals alike. Serving seasonal, flavor-forward fare with a focus on local ingredients, Oakes & Evelyn is perfect for a relaxed dinner, cocktail hour, or brunch before exploring the town.
Modern Comforts, Historic Charm
While honoring the building’s 19th-century roots, The Jackson has been thoughtfully renovated for today’s traveler. Guests love the direct-to-room check-in, smart design touches, and easygoing vibe—making it the ideal place to unwind in Woodstock, VT.
Why Guests Choose The Jackson:
- Prime location steps from downtown Woodstock
- On-site dining at Oakes & Evelyn
- A short drive to Killington and nearby ski mountains
- Unique, stylish rooms with cozy charm
- The perfect mix of heritage and hospitality
Ready to Plan Your Stay?
Whether you’re visiting Woodstock for a romantic weekend, a ski trip, or a spontaneous New England getaway, The Jackson is ready to welcome you.
👉 Book your stay today
