The Best Western Massachusetts, MA Chalets from $323

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Our top choices for Western Massachusetts chalets

A view of a forested area with a bench in the foreground.

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

Charlemont

Georgia P.

$1,074 nightly

Nov 16 - Nov 17

Total with taxes and fees

A rustic wooden cabin with a thatched roof, a wooden deck, and two Adirondack chairs.

2. Vikings Villages Resort - Double Bed Room

Guilford

$320 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden house with a porch lit by string lights, surrounded by snow.

3. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Chelsea G.

$340 nightly

Nov 16 - Nov 17

Total with taxes and fees

A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

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

Dover

Brian S.

$428 nightly

Nov 30 - Dec 1

Total with taxes and fees

A two-story cabin with a deck, large windows, and a hot tub.

5. Chalet 1mi to Mount Snow with cinema and hot tub

Dover

Liz E.

$662 nightly

Nov 15 - Nov 16

Total with taxes and fees

A large, single-story house with a symmetrical roof and a central chimney, surrounded by a well-maintained lawn and dense forest with autumn foliage.

6. Private Lux Chalet w/heated Pool-Hot Tub-Game Rms

Cropseyville

Patrick H.

$1,402 nightly

Dec 2 - Dec 3

Total with taxes and fees

7. NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

$571 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

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

Dover

Andrew B.

$465 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Western Massachusetts Hotel Reviews

The Yankee Inn

8/10 Good

"Everything about this place was wonderful! The location, the staff, the cleanliness. The only downsize was we booked this property because of the pool and it was under maintenance during my stay. A notice would have been nice :( Other than that, beautiful inn."

Vacation Village in the Berkshires

8/10 Good

"The staff were super kind and helpful, however there were some concerns. The indoor pool was closed because there were too many pool chemicals in it, which was tough since that was a primary reason for choosing this property. This meant that the families with children were relegated to the hot tub and pool table areas because the arcade area costs money to play. The staff were kind, but the lack of swimming pool and the abundance of bored children arouns changed the atmosphere. "Too many chemicals" in the pool seems like an avoidable problem. The room was lovely, but we had to take out our own trash and wash our own dishes which wasn't quite "vacation vibes" since this was listed as a hotel. Loved the gas fireplace, but it does run on by using a dial on the wall that makes a ticking sound constantly. The walls were super thin, so I could see where that would be a challenge during busy season. Honestly, I feel like the whole property would feel kind of feral during busy season with so many "first come, first served" elements, but the mountain views were gorgeous and the staff were very very kind and helpful. Also, the room was beautifully clean and cozy, which is always a nice feeling."