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 favourite

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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Hotel room in Keene

4.79 out of 5 average rating, 52 reviews

The Oak Room

The Burrell House has been lovingly restored, combining historic charm with the modern amenities. We're an easy 2 blck walk to dntwn Keene, in the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The small and unique Oak Room offers a private entrance , an alcove queen bed, temp control, 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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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.

LocationFamilySkiing

Guest favourite

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, 96 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 favourite

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 favourite

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 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.

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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.

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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.

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Guest favourite

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!

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Guest favourite

Hotel room in Great Barrington

5 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.

LocationIndoor spacesCleanliness

Guest favourite

A spacious queen bed is displayed with a decorative comforter and neatly arranged pillows. A window with closed blinds provides natural light, while an air conditioning unit is mounted above. A small refrigerator and coffee maker are visible in the corner.

Hotel room in Lake Luzerne

5 out of 5 average rating, 19 reviews

Half Mile Ranch - Room #1

Single Queen Bed - Stay with us for your next Adirondack getaway nestled in Lake Luzerne NY between Lake George and Saratoga Springs, at the foothills of the Adirondack National Park. Our 6-unit Motel is set back far from the road & propped against our private lake for you to enjoy the natural scenery and serenity.

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