Hotels in Windham County

Crafts Inn, Hotel Suite with pool and hot tub.

Nestled in the Green Mountains, come immerse yourself in quintessential Vermont. Enjoy your private suite with bedroom, fully equipped kitchen, and sitting room. Located in Wilmington, our inn offers a perfect blend of rustic charm and timeless appeal with beautiful gardens, pool, hot tub and a large porch for your leisure. Popular shops and restaurants are located within easy walking distance. Come for the snowy slops, beautiful hiking during Fall foliage, pristine lakes or bucolic landscapes

Brook Bound Inn-Main Lodge-Two Bedroom Suite 102

Now Under New Ownership! Just down the road from Dover Vermont and the historic town of Wilmington Vermont, the Brook Bound Inn is 32 acres located along the Cold Brook Stream. The Inn consists of the Main Lodge, Rustic Cabin, and Carriage House. Our accommodations include a number of large rooms and suites. Located minutes from Downtown Dover, the Hermitage Ski resort, Haystack Golf club, and Mt. Snow ski resort. The property offers a pool, sports court, outdoor fire pit, and propane grilles.

King Suite w/Deck near Mt Snow

Welcome to our King Room, where comfort meets luxury. The room features a cozy king-size bed with plush pillows and fine linens for a restful sleep. Step outside to your own private deck, perfect for enjoying fresh air and relaxation. The bathroom offers a custom-tiled shower for a soothing experience, complemented by premium bath amenities. Whether for business or leisure, our King Room provides a comfortable retreat with modern amenities and a touch of outdoor serenity for a memorable stay.

Bromley View Inn Suite #3

Welcome to the Bromley View Inn, where strangers become friends. While staying in this suite you will have access to our large lounge featuring a fire place, tons of seating, a bar and work table. Outdoors guests will have access to our beautiful deck with fire pits and seating looking over Bromley Mountain. Around the grounds you'll find two ponds, a scenic and walkable property with plenty of space to enjoy. We are 4 miles from Bromley Mountain and just 7 from both Manchester and Stratton.

This is a hotel

The beauty of Vermont is at the doorstep of The Covered Bridge Inn. Our family-owned hotel boasts clean, comfortable rooms with an exceptional staff that truly make you feel like part of the family. Conveniently located off I-91, just minutes from the New Hampshire border and one hour from Springfield, MA, The Covered Bridge Inn provides easy access to foliage and skiing destinations throughout the state. Minutes from downtown Brattleboro, our hotel puts you in the heart of it all.

Otherland |Mountain Views Retreat Near Brattleboro

Discover the beauty of Southern Vermont at Otherland Hotel, a boutique getaway surrounded by the Green Mountains. Located just minutes from Brattleboro, this inviting King Room offers a luxurious king bed, soft premium linens, bright interiors, and a comfortable space to unwind. Recharge in our signature saunas, gather by the cozy fireside lounge, and enjoy easy access to scenic trails, charming local shops, restaurants, and year-round outdoor recreation.

Meadowlook at Windham Hill Inn

One of our most popular rooms, this large loft offers wraparound views and a luxuriously rustic décor. The king canopy bed -made with handcrafted logs- exudes pure rugged beauty, and the raised hearth gas fireplace features natural fieldstone. Room amenities include a Kohler soaking tub set under a skylight facing expansive views, a large deck with expansive views, a comfy sitting area, and a large private bath with two sinks and a double shower.

#23 *Newly Renovated!* Two-room SUITE! Horizon Inn

This stylish suite has a living room with couch and a 50” Roku TV with kitchenette! Although no stovetop, there’s an air-fryer, toaster, crock-pot, blender and microwave! A private bedroom space is the second room with two full-size beds and a desk. There’s a queen-size murphy-bed, plus the couch! The Horizon Inn is being renovated, so the outside, is getting some final touches, and the lobby is closed. Construction will not effect your stay!

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Stratton Room at River & Rye in Jamaica, VT

River & Rye is an inn, restaurant, bar, and gathering place in the center of Jamaica's village. The inn, a renovated 1820s farmhouse, has six bedrooms with minimalist Scandinavian design, gorgeous stone and tile bathrooms, and access to beautiful views no matter the season. The inn is connected to our restaurant and bar, which offers Americana classics and crafted cocktails, and features produce, cheese, and meats from local farmers.

Black Bear Lodge Standard 1 Queen

Enjoy the convenience of a classic Stratton lodge located just a quick walk or shuttle (winter only) to the Village, Base Lodge and lifts. Table 43.1 is open for breakfast and dinner throughout the winter season with a family-friendly dinner menu and full bar featuring Vermont craft beer and spirits. Free WiFi, complimentary continental breakfast (year-round), coffee and tea in the lobby, indoor hot tub and sauna for hotel guests.

Double Queen w/Deck near Mt Snow

This unit is located at the Chalet 239 hotel which is minutes from Mt. Snow, right in the middle of the action in Dover. We are right on the Moover line which is a free shuttle to and from Mt. Snow and the surrounding area. Whether you're here for work or leisure, our Deluxe Double Queen Room offers a relaxing haven with modern conveniences and outdoor serenity for an unforgettable stay.

#24 *Newly renovated room! Horizon Inn

Enjoy the glamour of this stylish, upscale-newly renovated hotel room! Two full-size memory-foam beds will surely offer a restful sleep! Enjoy a full-size bathroom with tub/shower combo with plenty of towels! There’s a desk if you need to do a little work and a great Keurig in the room, along with a small table and chairs! We also have a refrigerator/freezer combo and microwave!