Ski Hotels & Resorts in Western Massachusetts from AU$150
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Best Western Massachusetts Ski Hotels
Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
Jeanine
The price is AU$157
includes taxes & fees
11 Dec - 12 Dec
The Yankee, Trademark Collection by Wyndham
Lenox
9.2 out of 10, Wonderful, (1006)
"Great stay!"
Ann
The price is AU$150
includes taxes & fees
15 Dec - 16 Dec
Shaker Mill Inn
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
Robert
The price is AU$171
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is AU$154
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
8.8 out of 10, Excellent, (706)
"We stay here every year and it never disappoints "
Elizabeth
The price is AU$172
includes taxes & fees
15 Dec - 16 Dec
Hotel Downstreet, an Ascend Collection Hotel
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Krysten
The price is AU$180
includes taxes & fees
20 Dec - 21 Dec
The Red Lion Inn
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
Nancy
The price is AU$319
includes taxes & fees
6 Jan - 7 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
9.0 out of 10, Wonderful, (1004)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
Elisabeth
The price is AU$170
includes taxes & fees
17 Dec - 18 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Western Massachusetts Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
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