
Find Ski Hotels in Stockbridge, MA from CA $177
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Our top choices for Stockbridge ski hotels

8.8 out of 10, Excellent, (1,004 reviews)
cleanliness Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
The price is CA $246
CA $345 total
includes taxes & fees
Aug 23 - Aug 24

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, (114 reviews)
cleanliness Discover a skier's paradise nestled in the Berkshire mountains, with nearby slopes and après-ski comforts at this charming inn.
The price is CA $463
CA $560 total
includes taxes & fees
Aug 16 - Aug 17

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (799 reviews)
cleanliness Ski adventures await in Great Barrington with mountain activities and a cozy indoor pool retreat after exploring Butternut slopes.
The price is CA $273
CA $305 total
includes taxes & fees
Aug 17 - Aug 18

4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (796 reviews)
cleanliness Winter adventures await at riverside Holiday Inn Express in Great Barrington, steps away from premier ski slopes and hiking trails.
The price is CA $198
CA $221 total
includes taxes & fees
Aug 31 - Sep 1

5. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
9.2 out of 10, Wonderful, (946 reviews)
cleanliness Alpine ski resort getaway awaits with 4 pools, mini-golf, and endless winter adventures in the beautiful Berkshires.
The price is CA $188
CA $237 total
includes taxes & fees
Aug 31 - Sep 1

8.4 out of 10, Very good, (1,003 reviews)
cleanliness Ski Lee's winter magic with cozy comfort just minutes from thrilling slopes, plus complimentary breakfast to fuel your adventures.
The price is CA $159
CA $177 total
includes taxes & fees
Aug 31 - Sep 1

9.6 out of 10, Exceptional, (465 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 $247
CA $271 total
includes taxes & fees
Aug 5 - Aug 6

8. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,002 reviews)
cleanliness Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
The price is CA $287
CA $321 total
includes taxes & fees
Aug 5 - Aug 6
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

Howard Johnson by Wyndham Lenox
10/10 Excellent
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