Find ski hotels & lodging in Pittsfield, MA

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Check availability on Pittsfield Ski Hotels

Tonight
Nov 23 - Nov 24
Tomorrow
Nov 24 - Nov 25
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top Pittsfield Ski Hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
8.6 out of 10, Excellent, (1001)
Mountain enthusiasts thrive at this ski-friendly hotel with easy access to Bousquet Ski Area and Jiminy Peak Mountain Resort. Spacious rooms provide comfort after exhilarating days of skiing, snowboarding, or cross-country adventures, while complimentary breakfast fuels tomorrow's slopes.
$93 nightly
The price is $104
Nov 30 - Dec 1
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
  • Snowboarding nearby
  • Hot tub
9.4 out of 10, Exceptional, (60)
Skiers discover winter bliss near this Berkshires hotel with easy access to Bousquet Ski Area and cross-country trails. After snowy adventures, soak in the hot tub, swim indoors, or venture to nearby Tanglewood. A complimentary breakfast fuels each morning's mountain expedition.
$99 nightly
The price is $111
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (965)
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.
$83 nightly
The price is $93
Dec 23 - Dec 24
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
8.6 out of 10, Excellent, (345)
$85 nightly
The price is $95
Nov 24 - Nov 25
Total with taxes and fees
The Central Downtown Inn & Suites
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
  • Ski equipment rentals nearby
  • Hot tub
9.0 out of 10, Wonderful, (763)
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.
$99 nightly
The price is $110
Dec 7 - Dec 8
Total with taxes and fees
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
  • Ski equipment rentals nearby
7.8 out of 10, Good, (838)
Glide down nearby slopes before returning to this spotless, peaceful motel featuring comfortable rooms with modern amenities. Situated within walking distance of Colonial Theater and Berkshire Museum, winter adventurers appreciate the convenient location and clean accommodations after exhilarating ski days.
$81 nightly
The price is $91
Nov 30 - Dec 1
Total with taxes and fees
Berkshire Inn
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

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)
$111 nightly
The price is $124
Nov 30 - Dec 1
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Laundry
  • Housekeeping
5.4 out of 10, (810)
Pristine slopes beckon just minutes from this tranquil retreat, where friendly staff ensure a restful atmosphere after thrilling winter excursions. Spacious rooms feature refrigerators and microwaves, perfect for après-ski refreshments. Nearby museums and cultural attractions complement outdoor adventures.
$75 nightly
The price is $84
Nov 24 - Nov 25
Total with taxes and fees
FairBridge Inn Express
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Snowboarding nearby
  • Ski passes
  • Hot tub
9.2 out of 10, Wonderful, (1007)
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.
$64 nightly
The price is $72
Dec 7 - Dec 8
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (697)
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.
$107 nightly
The price is $120
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington 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.
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Top Pittsfield Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Good"
Donald 1-night trip
Posted 3 days ago
Best Western Plus Berkshire Hills Inn & Suites

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