Find Ski Hotels in Pittsfield, MA from CA $93

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Check availability on Pittsfield Ski Hotels

Our top choices for Pittsfield 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, (1,002 reviews)
  • cleanliness
    Nestled near premier ski areas, this cozy retreat offers mountain adventures and a fitness centre for year-round active stays.
The price is CA $153
CA $171 total
includes taxes & fees
Apr 20 - Apr 21
Best Western Plus Berkshire Hills Inn & Suites

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, (88 reviews)
  • cleanliness
    Warm up on the slopes at Bousquet Ski Area, just minutes away from this cozy Pittsfield retreat with an indoor pool and hot tub.
The price is CA $164
CA $183 total
includes taxes & fees
Apr 16 - Apr 17
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
  • cleanliness
    Snow-covered paradise beckons with ski adventures and a seasonal outdoor pool, all conveniently located in the heart of Pittsfield.
The price is CA $109
CA $121 total
includes taxes & fees
May 3 - May 4
Berkshire Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
The price is CA $190
CA $212 total
includes taxes & fees
Apr 23 - Apr 24
Hilton Garden Inn Lenox Pittsfield

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, (999 reviews)
  • cleanliness
    Ski the Berkshires from a central Pittsfield hotel with an indoor pool, just minutes from multiple slopes and trails for winter fun.
The price is CA $173
CA $193 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (815 reviews)
  • cleanliness
    Ski into alpine serenity at this suburban motel, where quiet comfort awaits after exhilarating downhill adventures in nearby ski areas.
The price is CA $96
CA $108 total
includes taxes & fees
Apr 14 - Apr 15
FairBridge Inn Express

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
The price is CA $104
CA $116 total
includes taxes & fees
Apr 22 - Apr 23
Quality Inn Great Barrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (838 reviews)
  • cleanliness
    Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is CA $83
CA $93 total
includes taxes & fees
Apr 15 - Apr 16
Monument Mountain Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (897 reviews)
  • cleanliness
    Winter sports paradise nestled near Williams College offers ski storage, cozy rooms, and a picturesque garden setting.
The price is CA $110
CA $129 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Corner Motel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
  • cleanliness
    Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cozy relaxation await.
The price is CA $147
CA $161 total
includes taxes & fees
Apr 23 - Apr 24
Shaker Mill Inn
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.

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