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The Berkshires Hotel Guide - Ski Hotels in The Berkshires, Massachusetts

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Top The Berkshires Ski Hotels

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Snowboarding nearby
  • Ski passes
  • Hot tub
9.2 out of 10, Wonderful, (1011)
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 €60
includes taxes & fees
7 Dec - 8 Dec
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
Williamstown
  • Skiing lessons nearby
8.8 out of 10, Excellent, (2149)
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 savouring spectacular Berkshire views. Spacious accommodation feature fireplaces perfect for warming up after exhilarating mountain experiences.
The price is €81
includes taxes & fees
30 Nov - 1 Dec
Vacation Village in the Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
9.0 out of 10, Wonderful, (1005)
Skiers revel in powder-filled days at this Berkshire Mountain retreat, offering cross-country trails, downhill runs, and snowboarding adventures. After exhilarating slopes, savour Indian cuisine at Mint restaurant while admiring spectacular lake sunsets from private deck views.
The price is €102
includes taxes & fees
19 Dec - 20 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
  • Hot tub
8.8 out of 10, Excellent, (1011)
The price is €103
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
  • Ski lifts nearby
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
9.0 out of 10, Wonderful, (790)
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 €115
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
Lenox
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
9.2 out of 10, Wonderful, (1003)
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 €107
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn & Suites Berkshires-Lenox

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
8.0 out of 10, Very good, (973)
Mountain adventures begin at this ski-friendly hotel where cross-country trails and downhill slopes await nearby. After exhilarating snow activities, guests revitalise in the heated indoor pool and health club. The on-site restaurant serves delicious meals perfect for refuelling between winter excursions.
The price is €89
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
  • Ski equipment rentals nearby
  • Hot tub
9.0 out of 10, Wonderful, (771)
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Ski lifts nearby
  • Snowboarding nearby
8.8 out of 10, Excellent, (698)
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 €103
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
  • Pool
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.2 out of 10, Wonderful, (657)
The price is €107
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Lenox Pittsfield
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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