Find Ski Hotels in Pittsfield, MA
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Our top choices for Pittsfield ski hotels
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,002 reviews)
- Nestled near premier ski areas, this cozy retreat offers mountain adventures and a fitness center for year-round active stays.
The price is NT$3,517
NT$3,928 total
includes taxes & fees
Apr 15 - Apr 16
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (88 reviews)
- 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 NT$3,749
NT$4,188 total
includes taxes & fees
Apr 16 - Apr 17
7.8 out of 10, Good, (852 reviews)
- Snow-covered paradise beckons with ski adventures and a seasonal outdoor pool, all conveniently located in the heart of Pittsfield.
The price is NT$2,541
NT$2,839 total
includes taxes & fees
May 3 - May 4
9.2 out of 10, Wonderful, (673 reviews)
The price is NT$4,355
NT$4,865 total
includes taxes & fees
Apr 23 - Apr 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (999 reviews)
- 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 NT$3,972
NT$4,436 total
includes taxes & fees
Apr 16 - Apr 17
5.4 out of 10, (815 reviews)
- Ski into alpine serenity at this suburban motel, where quiet comfort awaits after exhilarating downhill adventures in nearby ski areas.
The price is NT$2,259
NT$2,523 total
includes taxes & fees
Apr 22 - Apr 23
8.4 out of 10, Very Good, (1,000 reviews)
- Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
The price is NT$2,510
NT$2,804 total
includes taxes & fees
Apr 12 - Apr 13
9.0 out of 10, Wonderful, (838 reviews)
- Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is NT$1,902
NT$2,124 total
includes taxes & fees
Apr 19 - Apr 20
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
Vacation Village in the Berkshires
10/10 Excellent
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- Frelinghuysen Morris House and Studio
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