Find Ski Hotels in Pittsfield, MA

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Our top choices for Pittsfield ski hotels

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is NT$2,235
NT$2,642 total
includes taxes & fees
Jan 19 - 2026/1/20
Cozy Corner Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (810)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

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, (713)
"We stay here every year and it never disappoints "
United States
Elizabeth
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

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, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$2,401
NT$2,682 total
includes taxes & fees
Jan 4 - 2026/1/5
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, (1003)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is NT$2,772
NT$3,097 total
includes taxes & fees
Jan 3 - 2026/1/4
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NT$2,703
NT$3,019 total
includes taxes & fees
Dec 30 - Dec 31
Berkshire Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$2,955
NT$3,301 total
includes taxes & fees
Dec 30 - Dec 31
The Central Downtown Inn & Suites

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

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NT$4,020
NT$4,490 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Garden Inn Lenox Pittsfield

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (70)
"This is a brand new hotel. Everything was perfect, from check-in to check-out. We especially enjoyed the hot tub and pool. "
United States
Joan
The price is NT$3,852
NT$4,303 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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 Pittsfield Hotel Reviews

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