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 NT$2,401
NT$2,682 total
includes taxes & fees
Jan 7 - 2026/1/8
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 NT$2,772
NT$3,097 total
includes taxes & fees
Jan 2 - 2026/1/3
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 NT$3,206
NT$3,581 total
includes taxes & fees
Jan 28 - 2026/1/29
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is NT$2,912
NT$3,253 total
includes taxes & fees
Jan 4 - 2026/1/5
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
Lori
The price is NT$4,684
NT$6,636 total
includes taxes & fees
Jan 26 - 2026/1/27
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
Robert
The price is NT$3,583
NT$3,931 total
includes taxes & fees
Dec 30 - Dec 31
9.2 out of 10, Wonderful, (929)
"Clean, lovely staff and breakfast "
MICHAEL
The price is NT$3,868
NT$4,321 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$3,264
NT$3,646 total
includes taxes & fees
Jan 6 - 2026/1/7
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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