Find Ski Hotels in Stockbridge, MA from CA $120
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Sep 20 - Sep 21Tomorrow
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Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Stockbridge ski hotels
1. The Red Lion Inn
The Red Lion InnStockbridge
- Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
CA $214
CA $309 total
includes taxes & fees
Sep 29 - Sep 30
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
- Discover a skier's paradise nestled in the Berkshire mountains, with nearby slopes and après-ski comforts at this charming inn.
CA $722
CA $874 total
includes taxes & fees
Oct 12 - Oct 13
3. Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Walk into town, soak up sun on enclosed porch & steps away from nature trails!Stockbridge
CA $643
CA $1,197 total
includes taxes & fees
Sep 28 - Sep 29
4. The Yankee Inn
The Yankee InnLenox
- Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
CA $146
CA $163 total
includes taxes & fees
Sep 22 - Sep 23
5. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Alpine ski resort getaway awaits with 4 pools, mini-golf, and endless winter adventures in the beautiful Berkshires.
CA $164
CA $210 total
includes taxes & fees
Sep 23 - Sep 24
6. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
- Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
CA $178
CA $199 total
includes taxes & fees
Sep 27 - Sep 28
7. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
- Ski Lee's winter magic with cozy comfort just minutes from thrilling slopes, plus complimentary breakfast to fuel your adventures.
CA $153
CA $171 total
includes taxes & fees
Oct 19 - Oct 20
8. Monument Mountain Motel
Monument Mountain MotelGreat Barrington
- Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
CA $108
CA $120 total
includes taxes & fees
Sep 22 - Sep 23
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Top Stockbridge Hotel Reviews
Quality Inn Great Barrington
10/10 Excellent
"Very nice stay. Nice town to stay in."
Hotel On North
10/10 Excellent
"My husband and I (both architects) loved the very creative way the original building had been converted to a hotel. The interiors were very imaginatively designed, preserving the original wood flooring and high ceilings, incorporating art, old machinery that had been in the paper mill, and an interesting combination of antique furniture. Parking was easy and the hotel location was an easy walk to many places of interest. We enjoyed dinner at the restaurant on the premises--elegant and tasty. Finally, kudos to the very friendly and helpful staff who were always eager to answer our questions, talk about the building's history, or provide an item we needed. Thanks to you all!"
The Red Lion Inn
8/10 Good
"A beautiful and charming inn, but the buildings are older and it could use some maintenance and updating. We did not have hot water on the morning we were checking out. The porches are comfy and very quaint."
Vacation Village in the Berkshires
10/10 Excellent
"Excelente A+, lo recomiendo"
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Good"
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