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Find Ski Hotels in The Berkshires, MA

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Check availability on The Berkshires Ski Hotels

Our top choices for The Berkshires ski hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$2,213
NT$2,472 total
includes taxes & fees
Dec 24 - Dec 25
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2175)
"Awesome for ski"
United States
Lazar
The price is NT$3,243
NT$3,965 total
includes taxes & fees
Dec 17 - Dec 18
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (988)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is NT$2,932
NT$3,275 total
includes taxes & fees
Dec 19 - Dec 20
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NT$3,469
NT$3,875 total
includes taxes & fees
Dec 23 - Dec 24
Hilton Garden Inn Lenox Pittsfield

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"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!"
United States
Elisabeth
The price is NT$3,129
NT$3,495 total
includes taxes & fees
Jan 15 - 2026/1/16
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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 IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is NT$3,198
NT$4,182 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is NT$3,356
NT$3,749 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is NT$3,362
NT$3,756 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites Berkshires-Lenox

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is NT$4,211
NT$4,704 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is NT$3,095
NT$4,158 total
includes taxes & fees
Jan 8 - 2026/1/9
Berkshire Mountain Lodge
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 The Berkshires

Family-friendly ski hotels in The Berkshires

Ski hotels with hot tubs in The Berkshires

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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