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Hotels in Windham County

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Top-rated hotels in Windham County

Guests agree: these hotels are highly rated for location, cleanliness and more.

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Superhost
An aerial view captures a tranquil farmhouse nestled among vibrant fall foliage, overlooking a calm river. Rolling hills provide a picturesque backdrop, with subtle reflections of trees and sky on the water's surface enhancing the serene setting.
Hotel room in Town of Rockingham

Romantic Studio in 19th-Century Farmhouse

NO RESORT OR CLEANING FEES! Remodeled from the ground up, River View, off the dining room on the ground floor, features warm pink accents contrasted against dark wood. Highlights include a smart TV, new walnut bed with wraparound rattan headboard, and a new bathroom with marble floors, concrete shower and counter, antique brass details, and a dual-flush toilet. Relax and unwind in this cozy, well-appointed room. Your perfect home base for comfort year-round! Breakfast Included with your stay.

Guest favourite
Hotel room in Wilmington
5 out of 5 average rating, 5 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

NearbyCleanlinessCheck-in

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.

LocationFamilyCleanliness

Superhost
A stylish king room features a tufted brown headboard and a spacious bed with white linens. Natural light enters through a large glass door leading to a private outdoor deck. A mini-fridge and workspace are visible, complemented by contemporary light fixtures.
Hotel room in Dover
4.79 out of 5 average rating, 48 reviews

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.

ValueFamilyNearby

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
4.83 out of 5 average rating, 6 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.

FamilyValueSkiing

Hotel room in Newfane
5 out of 5 average rating, 5 reviews

Otherland | Boutique Escape Near Brattleboro

Welcome to Otherland Hotel, a boutique escape surrounded by the breathtaking beauty of Southern Vermont’s Green Mountains. This thoughtfully designed king room features peaceful mountain views, a luxurious king-sized bed, and premium linens for a restful stay. Explore nearby hiking trails, ski resorts, and the West River, then relax in our signature saunas, gather around the outdoor fire pits, and experience a retreat thoughtfully designed to help you slow down and reconnect with nature.

ValueNearbyCondition

Hotel room in Brattleboro
3.9 out of 5 average rating, 20 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.

ValueLocationHospitality

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
4.88 out of 5 average rating, 95 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!

FamilyValueLayout

Top Guest favourite
Hotel room in Townshend
4.97 out of 5 average rating, 35 reviews

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.

LocationIndoor spacesBathroom

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.

LocationValueWalkability

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.

ValueLocationHospitality

Guest favourite
Hotel room in Dover
4.88 out of 5 average rating, 25 reviews

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.

FamilyValueSkiing

Popular amenities for Windham County hotels

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly hotels

Superhost
A cozy dining area features a dark wooden table accompanied by a mix of chairs. A large window frames a scenic view of mountains and river beyond, with two figures seated in deck chairs, quietly enjoying the landscape. Soft light filters into the room.
Hotel room in Town of Rockingham

Historic Farmhouse Studio w/ River & Mtn Views

Hotel room in Newfane
5 out of 5 average rating, 3 reviews

Boutique VT Escape at Otherland | Sauna & Mountain

FamilyPetsRiver

Hotel room in Newfane
5 out of 5 average rating, 3 reviews

Otherland |Mountain Views Retreat Near Brattleboro

ViewComfortDecor

Superhost
A bright and airy room features warm wooden floors and a rustic table with wooden chairs. Sunlight filters through the window, illuminating the space, along with a pink sofa and a framed piece of art. A small nook with a plant and dining area is visible in the background.
Hotel room in Town of Rockingham

Scenic Vermont Escape – Queen Bed & Breakfast

Superhost
A spacious lounge area features a large circular seating arrangement surrounding a central fireplace. The wooden interior is complemented by a bar area in the background, and decorative stars adorn the walls. The seating includes colorful cushions, creating a cozy atmosphere.
Hotel room in Winhall

Bromley View Inn Suite #1

SkiingBreakfastCleanliness

Superhost
Two wooden chairs are positioned in front of a large window that frames a serene view of the Connecticut River and surrounding rolling hills. The bright sky is dotted with clouds, and vibrant greenery is visible in the foreground.
Hotel room in Town of Rockingham

Peaceful Farmhouse Stay Near Bellows Falls VT

Superhost
A spacious lounge area features a circular fireplace at the center, surrounded by a green sofa adorned with decorative pillows. Light wood accents are visible, along with a bar area and large windows that provide ample natural light. A cozy ambiance is created by the warm wood paneling.
Hotel room in Winhall
4.4 out of 5 average rating, 5 reviews

Bromley View Inn Suite #9

FamilyLocationSkiing

Superhost
A panoramic view captures a winding road bordered by vibrant autumn foliage, ranging from deep reds to bright yellows. Rolling hills rise in the distance, partially obscured by soft, low-hanging clouds. The image evokes the seasonal charm of a New England landscape.
Hotel room in Town of Rockingham

Charming Vermont Studio - Leaf Peeping Stop

Hotels with a pool

Superhost
The exterior of a charming white building with a green metal roof is displayed. Large windows allow ample natural light, while flowering plants line the stone pathway leading to the entrance. A wooden staircase on the left leads to an upper level.
Hotel room in Townshend

William's Room at Windham Hill Inn

Hot tubDecorView

Superhost
The exterior of the charming building is presented, showcasing a white façade with large glass windows and a distinctive green roof. A welcoming pathway leads to the entrance, framed by vibrant flower beds, with a staircase on the left side leading to additional levels.
Hotel room in Townshend

The Taft Room at Windham Hill Inn

Superhost
The exterior of the barn-style building is showcased with a distinct gabled roof and white siding. Large glass doors and multiple windows allow natural light to fill the space. A stone walkway bordered by flower beds leads to the entrance, creating an inviting approach.
Hotel room in Townshend

Matilda's Room at Windham Hill Inn

BathroomSleep qualitySkiing

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, 6 reviews

Meadowlook at Windham Hill Inn

LocationSleep qualityComfort

Superhost
The exterior of a charming white building is shown, featuring large glass doors and multiple windows. A sloped green roof complements the structure, while a path lined with flowering plants and shrubs leads to the entrance. Stairs on the left provide access to a second-floor entry.
Hotel room in Townshend

Marion Goodfellow at Windham Hill Inn

Superhost
A charming exterior of a white, two-story building features large glass doors framed by multiple windows. A sloped green roof adds character, while a pathway bordered by flowers leads to the entrance. Steps on the left side ascend to a second floor.
Hotel room in Townshend

West Room at Windham Hill Inn

ComfortSleep qualityKitchen

Superhost
The exterior of a charming white barn-style structure is shown, featuring large glass doors at the entrance. A staircase leads to a second floor, bordered by neatly arranged flower beds. Natural stone pathways guide visitors toward the building, complemented by greenery in the surrounding landscape.
Hotel room in Townshend
5 out of 5 average rating, 3 reviews

General Fletcher's Room at Windham Hill Inn

NearbyViewHospitality

Hotel room in Dover
4.38 out of 5 average rating, 32 reviews

Standard Queen at Hideaway Inn Mt. Snow

ValueLocationAccess

Hotels with a patio

Superhost
A spacious lounge area is highlighted by a central fireplace, surrounded by a circular seating arrangement featuring comfortable cushions. Bar stools are visible in the background, alongside wooden shelves displaying various items. Natural light streams in through multiple windows, enhancing the inviting space.
Hotel room in Winhall
4.83 out of 5 average rating, 6 reviews

Bromley View Inn Suite #7

LocationFamilyTV

A well-appointed room features a spacious bed with white linens and decorative red accents. A flat-screen TV is mounted on the wall, and a window provides natural light, offering a view of the outdoors. A bedside table holds a lamp and charging station.
Hotel room in Wilmington

Brook Bound Inn-Main Lodge-Suite 204

AmenitiesSleep qualityAir conditioning

A spacious room features a large king bed with neutral bedding, complemented by two bedside lamps. An armchair and desk area are present, while natural light filters through two windows. A flat-screen TV is mounted on the wall, adding modern convenience to the cozy setting.
Hotel room in Wilmington
5 out of 5 average rating, 8 reviews

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

FamilyLocationKitchen

Superhost
A spacious lounge area is centered around a circular fireplace with a glass enclosure. Comfortable, green cushioned seating surrounds the fireplace, adorned with patterned throw pillows. A wooden table sits nearby, while a bar area with high stools is visible in the background.
Hotel room in Winhall
4.8 out of 5 average rating, 10 reviews

Bromley View Inn Suite #5

LocationFamilyCheck-in

A door is shown with a round plaque displaying the number 205 in bold white letters, accompanied by braille. A soft light is visible in the background, hinting at the welcoming interior beyond the door.
Hotel room in Wilmington

Brook Bound Inn-Main Lodge-Suite w/pullout Room205

ValueCleanlinessHospitality

Hotel room in Wilmington
5 out of 5 average rating, 3 reviews

Crafts Inn Hotel w/en-suite kitchen, pool & h-tub

FamilyHot tubKitchen

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

LocationValueHospitality

A spacious room features a large gray bed accented with colorful throw pillows. A comfortable sofa sits nearby, complemented by decorative red cushions. Soft lighting from bedside lamps and recessed ceiling lights enhances the inviting ambiance. A doorway leads to additional rooms within the suite.
Hotel room in Wilmington

Brook Bound Inn-Main Lodge-King Room 203-2nd Floor

Destinations to explore