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 & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$2,401
NT$2,682 total
includes taxes & fees
Jan 7 - 2026/1/8
Best Western Plus Berkshire Hills Inn & Suites

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, (1002)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,772
NT$3,097 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn & Suites Pittsfield-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, (711)
"Great hospitality "
United States
regina maria
The price is NT$3,206
NT$3,581 total
includes taxes & fees
Jan 28 - 2026/1/29
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$2,912
NT$3,253 total
includes taxes & fees
Jan 4 - 2026/1/5
The Yankee, Trademark Collection by Wyndham

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NT$4,684
NT$6,636 total
includes taxes & fees
Jan 26 - 2026/1/27
The Red Lion Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is NT$3,583
NT$3,931 total
includes taxes & fees
Dec 30 - Dec 31
Shaker Mill Inn

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (929)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is NT$3,868
NT$4,321 total
includes taxes & fees
Jan 4 - 2026/1/5
The Ellery

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, (1001)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NT$3,264
NT$3,646 total
includes taxes & fees
Jan 6 - 2026/1/7
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (345)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is NT$3,989
NT$4,455 total
includes taxes & fees
Jan 2 - 2026/1/3
The Inn At Crumpin Fox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (796)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is NT$3,102
NT$4,167 total
includes taxes & fees
Jan 11 - 2026/1/12
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.

Top Western Massachusetts Hotel Reviews

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