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Find Ski Hotels in The Berkshires, MA
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Our top choices for The Berkshires ski hotels
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
9.2 out of 10, Wonderful, (1001)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is ￥15,837
￥17,689 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.8 out of 10, Excellent, (2188)
"Awesome for ski"
Lazar
The price is ￥16,279
￥19,902 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
Dinh
The price is ￥21,137
￥23,610 total
includes taxes & fees
Jan 14 - Jan 15, 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, (712)
"Great hospitality "
regina maria
The price is ￥15,970
￥17,839 total
includes taxes & fees
Jan 28 - Jan 29, 2026
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
9.0 out of 10, Wonderful, (796)
"Spacious room and loved pool and hot tub!"
Deanna
The price is ￥15,451
￥20,757 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.0 out of 10, Wonderful, (812)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
Stephanie
The price is ￥20,010
￥25,411 total
includes taxes & fees
Jan 4 - Jan 5, 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 The Berkshires Hotel Reviews
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