Find Ski Hotels in Stockbridge, MA
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Our top choices for Stockbridge ski hotels
8.8 out of 10, Excellent, (1,004 reviews)
- Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
The price is NT$4,776
NT$6,746 total
includes taxes & fees
Jul 1 - Jul 2
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
9.2 out of 10, Wonderful, (111 reviews)
- Discover a skier's paradise nestled in the Berkshire mountains, with nearby slopes and après-ski comforts at this charming inn.
The price is NT$10,428
NT$12,615 total
includes taxes & fees
Jul 5 - Jul 6
9.2 out of 10, Wonderful, (1,004 reviews)
- Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
The price is NT$4,018
NT$4,488 total
includes taxes & fees
Jun 23 - Jun 24
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,001 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$3,512
NT$3,923 total
includes taxes & fees
Jun 22 - Jun 23
9.6 out of 10, Exceptional, (461 reviews)
- Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cozy relaxation await.
The price is NT$4,706
NT$5,163 total
includes taxes & fees
Jun 22 - Jun 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (108 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$4,517
NT$5,045 total
includes taxes & fees
Jun 29 - Jun 30
The price is NT$2,779
NT$3,105 total
includes taxes & fees
Jun 24 - Jun 25
8.6 out of 10, Excellent, (1,011 reviews)
- Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
The price is NT$3,271
NT$3,653 total
includes taxes & fees
Jun 25 - Jun 26
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 Stockbridge Hotel Reviews
Quality Inn Great Barrington
8/10 Good
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- Visit South Lee
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