Western Massachusetts Chalets

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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.

HK$10,049 total

includes taxes & fees

1 Jun - 2 Jun

Vikings Villages Resort - Double Bed Room

Guilford

HK$1,914 total

includes taxes & fees

31 May - 1 Jun

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

HK$3,210 total

includes taxes & fees

31 May - 1 Jun

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

Dover

Therese G.

HK$3,503 total

includes taxes & fees

1 Jun - 2 Jun

Mt Snow Game Chalet w/ Hot Tub

Dover

Anthony S.

HK$6,384 total

includes taxes & fees

9 Jun - 10 Jun

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

Dover

Andrew B.

HK$7,845 total

includes taxes & fees

10 Jun - 11 Jun

NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

HK$5,218 total

includes taxes & fees

29 May - 30 May

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

Cropseyville

Patrick H.

HK$25,233 total

includes taxes & fees

18 Jun - 19 Jun

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Top Western Massachusetts Hotel Reviews

MGM Springfield

10/10 Excellent

"All inside was good , need to keep beggars out of parking garage"

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"We arrived after hours and had a pleasant check in experience with security. We had a presidental room that had two kings and a kitchen plus a large living room for the kids to play. The room was clean and the overall property was clean and in good condition. The room also had a nice patio that overlooked the train tracks and was relaxing. Overall, the room was quiet and it was a great spot to reset. We took advantage of the on-site activities and gameroom. The kids enjoyed the playground behind the game room. We would recommend and stay again!"

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?!"

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