Find Ski Hotels in Western Massachusetts, MA
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Our top choices for Western Massachusetts ski hotels
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
Jesse
The price is ￥11,958
￥13,356 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (1002)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is ￥13,809
￥15,425 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (711)
"Great hospitality "
regina maria
The price is ￥15,970
￥17,839 total
includes taxes & fees
Jan 28 - Jan 29, 2026
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is ￥14,506
￥16,203 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
Lori
The price is ￥22,312
￥31,917 total
includes taxes & fees
Jan 14 - Jan 15, 2026
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
Robert
The price is ￥17,671
￥19,384 total
includes taxes & fees
Dec 30 - Dec 31
9.2 out of 10, Wonderful, (929)
"Clean, lovely staff and breakfast "
MICHAEL
The price is ￥19,266
￥21,520 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1001)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is ￥16,258
￥18,159 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
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