Find Ski Hotels in Stockbridge, MA
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Our top choices for Stockbridge ski hotels
8.8 out of 10, Excellent, (1,008 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$5,657
NT$7,924 total
includes taxes & fees
Sep 1 - Sep 2
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)
- 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$10,665
NT$12,902 total
includes taxes & fees
Aug 31 - Sep 1
3. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
9.2 out of 10, Wonderful, (947 reviews)
- Alpine ski resort getaway awaits with 4 pools, mini-golf, and endless winter adventures in the beautiful Berkshires.
The price is NT$4,354
NT$5,498 total
includes taxes & fees
Sep 1 - Sep 2
8.4 out of 10, Very Good, (1,006 reviews)
- Ski Lee's winter magic with cozy comfort just minutes from thrilling slopes, plus complimentary breakfast to fuel your adventures.
The price is NT$3,542
NT$3,956 total
includes taxes & fees
Sep 1 - Sep 2
The price is NT$3,634
NT$4,059 total
includes taxes & fees
Sep 2 - Sep 3
6.4 out of 10, (683 reviews)
The price is NT$2,444
NT$2,730 total
includes taxes & fees
Sep 3 - Sep 4
7. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.4 out of 10, Good, (602 reviews)
The price is NT$2,565
NT$2,865 total
includes taxes & fees
Sep 1 - Sep 2
7.6 out of 10, Good, (430 reviews)
- Unwind in the winter wonderland of Lee with ski adventures, seasonal outdoor pool, and scenic trails just steps from this cozy motel.
The price is NT$3,198
NT$3,572 total
includes taxes & fees
Sep 1 - Sep 2
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
The Yankee Inn
10/10 Excellent
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- Visit South Lee
- Visit Lenox
- Frelinghuysen Morris House and Studio
- Lenox Mountain
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- Pleasant Valley Wilderness Sanctuary
- Bousquet Ski Area
- Greenock Country Club
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- National Shrine of the Divine Mercy
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- Mission House
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- Animagic Museum of Animation
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- Norman Rockwell Museum
- Lee Premium Outlets
- Charles H. Baldwin & Sons