Find Ski Hotels in The Berkshires, MA

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Top The Berkshires Ski Hotels

Vacation Village in the Berkshires
3.0 star property
  • Skiing lessons nearby
8.8 out of 10, Excellent, (2116)
Mountainside relaxation awaits after downhill adventures, with indoor and outdoor pools offering post-ski rejuvenation. Families appreciate the playground, arcade room, and sports courts while savoring spectacular Berkshire views. Spacious accommodations feature fireplaces perfect for warming up after exhilarating mountain experiences.
The price is ¥14,137
¥17,483 total
includes taxes & fees
Nov 12 - Nov 13
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
8.0 out of 10, Very Good, (935)
Mountain adventures begin at this ski-friendly hotel where cross-country trails and downhill slopes await nearby. After exhilarating snow activities, guests revitalize in the heated indoor pool and health club. The onsite restaurant serves delicious meals perfect for refueling between winter excursions.
The price is ¥15,861
¥17,717 total
includes taxes & fees
Nov 26 - Nov 27
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Yankee, Trademark Collection by Wyndham
2.5 star property
  • Snowboarding nearby
  • Ski passes
  • Hot tub
9.0 out of 10, Wonderful, (1025)
Powdery slopes beckon just moments away from this ski-friendly haven where winter adventures begin. After exhilarating runs, soothe tired muscles in the indoor pool or hot tub while enjoying spectacular mountain panoramas. Mornings start with complimentary made-to-order breakfast before another day conquering nearby trails.
The price is ¥16,506
¥18,437 total
includes taxes & fees
Nov 2 - Nov 3
The Yankee, Trademark Collection by Wyndham
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
  • Ski lifts nearby
  • Snowboarding nearby
8.8 out of 10, Excellent, (684)
Mountain enthusiasts thrive at this riverfront haven featuring an indoor heated pool perfect for après-ski relaxation. Situated near Ski Butternut, the hotel offers convenient access to snowboarding, skiing, and hiking trails. Adventurous days end with plush pillowtop beds and complimentary breakfast.
The price is ¥16,477
¥18,404 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Berkshire Mountain Lodge
3.0 star property
  • Ski equipment rentals nearby
  • Hot tub
9.0 out of 10, Wonderful, (741)
Skiers thrive at this mountain retreat offering proximity to Bousquet Ski Area and equipment rentals. Spacious rooms feature full kitchens for après-ski meals, while the hot tub soothes tired muscles. Adventure continues with nearby hiking trails, snow tubing, and ziplining opportunities.
Berkshire Mountain Lodge
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
9.4 out of 10, Exceptional, (747)
Skiers relish this mountain-adjacent hotel just 2.5 miles from Ski Butternut. Plunge into the indoor pool after tackling nearby cross-country trails, downhill runs, or snowboarding adventures. Friendly staff ensure perfect winter getaways with hearty complimentary breakfasts fueling snow-filled days.
The price is ¥22,021
¥24,599 total
includes taxes & fees
Nov 6 - Nov 7
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
9.0 out of 10, Wonderful, (1002)
Skiers revel in powder-filled days at this Berkshire Mountain retreat, offering cross-country trails, downhill runs, and snowboarding adventures. After exhilarating slopes, savor Indian cuisine at Mint restaurant while admiring spectacular lake sunsets from private deck views.
The price is ¥16,885
¥18,860 total
includes taxes & fees
Nov 26 - Nov 27
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hilton Garden Inn Lenox Pittsfield
3.0 star property
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.2 out of 10, Wonderful, (655)
The price is ¥19,709
¥22,016 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Lenox Pittsfield
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
9.2 out of 10, Wonderful, (1000)
Mountain adventure beckons from this ski-friendly retreat with easy access to cross-country and downhill skiing. Following powder-filled days, guests rejuvenate in the indoor pool before retiring to spotlessly clean, spacious rooms. Complimentary breakfast fuels tomorrow's snow explorations.
The price is ¥17,124
¥19,128 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Berkshires-Lenox
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
  • Ski lifts nearby
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
9.0 out of 10, Wonderful, (773)
Ski enthusiasts flock to this Berkshire mountain resort for easy access to nearby slopes and skiing lessons. Beyond winter thrills, 4 swimming pools, basketball courts, and miniature golf provide year-round recreation. Comfortable rooms feature balconies and full kitchens, perfect for après-ski relaxation.
The price is ¥18,032
¥22,294 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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 The Berkshires Hotel Reviews

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