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, (1001)
The price is NT$2,388
NT$2,667 total
includes taxes & fees
Dec 22 - Dec 23

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)
The price is NT$3,163
NT$3,534 total
includes taxes & fees
Jan 8 - 2026/1/9

9.2 out of 10, Wonderful, (1004)
The price is NT$2,922
NT$3,264 total
includes taxes & fees
Jan 1 - 2026/1/2
The price is NT$3,501
NT$3,841 total
includes taxes & fees
Dec 21 - Dec 22
The price is NT$3,881
NT$4,335 total
includes taxes & fees
Jan 19 - 2026/1/20

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, (707)
The price is NT$3,375
NT$3,770 total
includes taxes & fees
Jan 4 - 2026/1/5

9.2 out of 10, Wonderful, (343)
The price is NT$4,002
NT$4,470 total
includes taxes & fees
Dec 20 - Dec 21

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (989)
The price is NT$2,923
NT$3,265 total
includes taxes & fees
Dec 21 - Dec 22
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.
4-star ski hotels in Western Massachusetts
The price is NT$5,803
NT$6,806 total
includes taxes & fees
Jan 15 - 2026/1/16
Family-friendly ski hotels in Western Massachusetts
The price is NT$2,242
NT$2,651 total
includes taxes & fees
Jan 19 - 2026/1/20
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 Red Lion Inn
10/10 Excellent
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