Top Chalets in Western Massachusetts in 2026

A panorama of western Massachusetts from the top of Mount Greylock

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Our top choices for Western Massachusetts chalets

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

includes taxes & fees

1 Jun - 2 Jun

Vikings Villages Resort - Double Bed Room

Guilford

includes taxes & fees

3 Jun - 4 Jun

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

includes taxes & fees

28 May - 29 May

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Therese G.

includes taxes & fees

1 Jun - 2 Jun

Mt Snow Game Chalet w/ Hot Tub

Dover

Anthony S.

includes taxes & fees

28 May - 29 May

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Dover

Andrew B.

includes taxes & fees

28 May - 29 May

NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

includes taxes & fees

29 May - 30 May

Private Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Cropseyville

Patrick H.

includes taxes & fees

18 Jun - 19 Jun

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Top Western Massachusetts Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"The room was clean and comfortable, the staff was friendly and helpful..only negative is that the furniture in the room is in serious need of replacement… veneers on end tables lifting, upholstered kitchen chairs all had rips…"

Berkshires Untold

6/10 Okay

"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional amenities, which initially gave me a very positive impression of the hotel’s attention to detail. However, upon check-in, not only was the requested amenity missing, but the room was also inadequately stocked: there was only one roll of toilet paper, a nearly empty tissue box with just three tissues remaining, and only two towels for three guests. I requested additional towels, but they were never delivered. The following morning, I asked again and was met with a dismissive, somewhat snarky response that they would arrive later. By 4 p.m., we still had not received them, and when I followed up, I was told my name was “on a list,” though no one could say when the towels would actually be available. Throughout the stay, the staff came across as indifferent rather than genuinely helpful, and service was often delivered with attitude rather than hospitality. While the hotel’s location is excellent and the property itself has charm, I left feeling unconvinced that the hotel currently has the staffing or linens needed to provide a truly top-tier guest experience."

Hotel UMass

8/10 Good

"Smack middle of campus. Ideal for touring UMass Amherst. You know where you are...the throw pillows and throw blanket on the beds were emblazoned with UMASS. Parking is not quite straight forward if you use GPS, but still easy to get to. Breakfast was a simple spread. Unfortunately, unable to adjust temperature of the room. There is no air conditioning in the room. I was told the building is central air?!"

Holiday Inn Express Springfield Downtown by IHG

8/10 Good

"Staff was nice and the room was clean. My only issue was being stuck in the elevator and not knowing how long it would take. The fire department had to get us out, it would have been nice to know we were waiting on the fire department. Even though it was only 20 to 30 minutes, it felt like forever."

Find out more about Western Massachusetts

Western Massachusetts Chalets information

Number of reviews	65
Accommodation	3 Chalets
Lowest Price	£182
Highest Price	£2,434

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Our top choices for Western Massachusetts chalets

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting