Hotels in Western Massachusetts

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Top-rated hotels in Western Massachusetts

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

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Guest favorite

A spacious guest room is furnished with a metal bed frame topped with a well-made bed. Two bedside lamps provide soft illumination. A vintage trunk sits at the foot of the bed. A television is mounted on the wall, while a private bathroom is visible through an open door.

Hotel room in Keene

4.9 out of 5 average rating, 91 reviews

The Burrell House Inn- Keene NH-"the Granite Room"

The Burrell House Inn has been lovingly restored, combining historic charm with the modern amenities. We're an easy 2 block walk to downtown Keene, the heart of the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The Granite Room offers a King bed with organic linens, temp control, premium cable, wi-fi, private parking, and a private full bath. Fresh cotton towels, soaps, and shampoos are provided. The room has a counter, mini fridge, micro, and coffeemaker.

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Guest favorite

A compact kitchen area is equipped with modern appliances, including a gas stove, microwave, and refrigerator. A small table with four black chairs is positioned near a window, allowing natural light to brighten the space. Light cabinetry contrasts with the granite countertops.

Hotel room in Woodford

4.96 out of 5 average rating, 28 reviews

Welcome to Woodford Rest Suite 7!

You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

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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

4.8 out of 5 average rating, 49 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.

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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.

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Guest favorite

A brightly painted room features a spacious queen bed adorned with a colorful patterned throw. Wooden flooring complements a decorative rug. Natural light enters through nearby windows, and a ceiling fan enhances air circulation. A small bedside lamp and framed artwork add character to the space.

Hotel room in Rhinebeck

4.94 out of 5 average rating, 95 reviews

The Gables of Rhinebeck Inn, Sugarloaf Suite

The Gables of Rhinebeck, a 4-suite Inn located 1 block from main street. This historic Inn is a fifteen-gable 1860 Gothic Revival Victorian in the heart of Rhinebeck Village. Guests have full access to our half-acre fenced-in yard with perennial and ornamental gardens, + plenty of indoor space. "Sugarloaf" is a 1BR Suite at The Gables of Rhinebeck. About Your Room: -Queen Bed, Cable TV, Full Bath on the 2nd floor with claw foot tub. AC'd in the summer https://www.TheGablesRhinebeck.com/

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Guest favorite

Hotel room in Chester

4.77 out of 5 average rating, 102 reviews

Whimsical Room & Private Bathroom in Historic Inn

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries (please see guidebook for recommendations!). Public hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! EV charging is provided across the street! Although the building is bed & breakfast style we do not provide breakfast.

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Guest favorite

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

5.0 out of 5 average rating, 7 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.

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Guest favorite

Hotel room in Manchester

4.93 out of 5 average rating, 40 reviews

Fly Line 3

Experience Vermont in this charming fishing-inspired room at the Brittany Motel, minutes from Manchester Center. It features 1 Queen bed and 1 Full sleeper sofa (slightly shorter than standard), ideal for couples, friends, or small families. Enjoy a cozy seating area, flat-screen TV, and mini-fridge. After exploring the Green Mountains, unwind with complimentary coffee or tea from our 24-hour Snack Lounge and relax into your peaceful getaway.

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Top guest favorite

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.

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Superhost

Hotel room in Elka Park

4.91 out of 5 average rating, 11 reviews

Elka Park Lodge room 6

We are a private club nestled in the beautiful Catskill Mountains! We offer our lodge rooms to be rented out from May till October. Enjoy the quiet evenings and beautiful sky! we have a pool, volleyball net, tennis court, horse shoes, shuffle board, a playground, and beautiful trails. We are located only minutes from historical Tannersville and Hunter. There is plenty to do for couples or families or even a solo getaway.

LocationFamilyCleanliness

Guest favorite

The room features two full-size beds with patterned bedding, positioned next to a modern desk and chair. A refrigerator and microwave are visible along with artwork on the green walls. Soft natural light illuminates the space, enhancing its functional layout.

Hotel room in Wilmington

4.88 out of 5 average rating, 100 reviews

#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!

ValueFamilyCleanliness

Guest favorite

Hotel room in Great Barrington

5.0 out of 5 average rating, 6 reviews

The Berkshire Mountain Inn - Federal Room

The Federal Suite is a cozy queen room inside The Berkshire Mountain Inn, our historic 1766 inn refreshed for modern comfort. Plush bedding, blue-and-white touches, and a sunny seating nook set a relaxed mood. Enjoy a desk, streaming TV, and your own in-room fireplace for extra glow and romance—perfect for a Berkshire escape. PLEASE NOTE: NO ELEVATOR. SECOND FLOOR ROOM.

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