Western Massachusetts, MA Chalets from SAR 926

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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.

SAR 4,690 total

includes taxes & fees

10 Jun - 11 Jun

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

Dover

Brian S.

SAR 1,608 total

includes taxes & fees

10 Jun - 11 Jun

Vikings Villages Resort - Double Bed Room

Guilford

SAR 926 total

includes taxes & fees

10 Jun - 11 Jun

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

SAR 1,542 total

includes taxes & fees

14 Jun - 15 Jun

Mt Snow Game Room Chalet with Hot Tub

Dover

Liz E.

SAR 2,990 total

includes taxes & fees

17 Jun - 18 Jun

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

Dover

Andrew B.

SAR 3,759 total

includes taxes & fees

10 Jun - 11 Jun

NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

SAR 2,500 total

includes taxes & fees

17 Jun - 18 Jun

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

Cropseyville

Patrick H.

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Top Western Massachusetts Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"rented for 2 nights. Apt was clean and climate control worked as expected. Nicely equipped location is good."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

Vacation Village in the Berkshires

10/10 Excellent

"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent value for the money. Friendly staff. I got a one-bdrm condo for the price of a standard hotel. No grocery atores nearby some come with supplies if you plan to cook."

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Check prices for these dates

Our top choices for Western Massachusetts chalets

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

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