Hotels in Windham County

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Top-rated hotels in Windham County

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Superhost
A wide view captures a winding road through a landscape filled with vibrant autumn foliage. Trees in shades of red, orange, and yellow surround the road, with rolling hills and mist-covered mountains in the background, creating a serene fall scene.
Hotel room in Town of Rockingham

Boutique Studio | Scenic Views + Daily Breakfast

NO RESORT OR CLEANING FEES! Located on the 2nd floor, with panoramic views of the river, Terrace Room is the brightest—and most fun!—room at the inn. With its intricate plaster ceiling and hand-troweled concrete shower, its vibrant textile accents and posters, memory foam mattress, smart TV, and mini split, this room is a joy to stay in! Make yourself at home in this charming, carefully curated room—a perfect haven for relaxation and comfort in any season. Breakfast Included with your stay.

Hotel room in Wilmington
5 out of 5 average rating, 4 reviews

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

A spacious living area is highlighted by large windows allowing natural light. A rustic wooden dining table sits in the center, accompanied by a comfortable seating arrangement featuring a couch and leather chair. A stone fireplace adds a cozy touch to the room.
Hotel room in Wilmington
4.75 out of 5 average rating, 4 reviews

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.

Superhost
A spacious lounge area features a wood-burning fireplace at the center, surrounded by comfortable green couches adorned with decorative pillows. The bar area is visible in the background, complemented by wooden stools and shelves showcasing glassware.
Hotel room in Winhall
4.93 out of 5 average rating, 14 reviews

Bromley View Inn Suite #4

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.

Superhost
A spacious lounge area features a circular seating arrangement around a central fireplace. A large bar is visible in the background, accompanied by wooden stools. Pillows with holiday themes adorn the green seating, while wooden accents contribute to a cozy environment.
Hotel room in Winhall
4.8 out of 5 average rating, 5 reviews

Bromley View Inn Suite #2

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.

Superhost
A spacious lounge area features a unique round fireplace at the center, surrounded by a large sectional seating arrangement adorned with plaid cushions. Wood paneling and ceiling beams enhance the cozy atmosphere. A bar area is visible in the background, complemented by large windows allowing natural light.
Hotel room in Winhall
5 out of 5 average rating, 3 reviews

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.

Guest favourite
Hotel room in Townshend
4.96 out of 5 average rating, 25 reviews

Stratton Room at River & Rye in Jamaica, VT

This hip spot offers more than just distinctive decor.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.

Hotel room in Brattleboro
4.2 out of 5 average rating, 15 reviews

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.

Superhost
The exterior of a charming country residence is displayed, featuring a triangular gable roof and large glass windows. A pathway made of stone leads to the entrance, framed by neatly arranged flower beds. A staircase ascends to a second-level entrance on the left.
Hotel room in Townshend
5 out of 5 average rating, 5 reviews

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.

Guest favourite
This cozy living area features a comfortable couch and a coffee table atop a soft rug. A wall-mounted 50” Roku TV is visible, alongside a kitchenette equipped with modern appliances. Green walls contribute to a soothing environment, complemented by decorative plants and wall art.
Hotel room in Wilmington
4.89 out of 5 average rating, 89 reviews

#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!

A hotel room is bathed in warm orange walls, featuring a spacious bed with textured bedding. A small round table with two chairs is positioned near the window, which allows natural light to enter. Decorative lamps provide additional lighting.
Hotel room in Stratton
4.57 out of 5 average rating, 7 reviews

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.

Guest favourite
A charming white building features a green roof and large front doors surrounded by symmetrical windows. A staircase on the left leads to a second-floor entrance. Lush flowerbeds with blooming plants line the stone pathway, enhancing the welcoming appearance.
Hotel room in Townshend
4.9 out of 5 average rating, 21 reviews

North Loft at Windham Hill Inn

Extremely private, this expansive loft room has its own private staircase and entrance on the second floor of our Barn building. Decorated in peaches and cream tones with shades of blue and gray, North Loft offers a true retreat from the everyday. Amenities include a four-poster king bed, sitting areas with a couch and winged-back chair, a brick surround gas fireplace, spacious deck, and private bath with Jacuzzi and shower.

Popular amenities for Windham County hotels

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