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Check availability on Pittsfield Ski Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Pittsfield ski hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Nestled near premier ski areas, this cosy retreat offers mountain adventures and a fitness centre for year-round active stays.
The price is ₹11,253
₹12,569 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Berkshire Hills Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (831 reviews)
  • cleanliness
    Ski into alpine serenity at this suburban motel, where quiet comfort awaits after exhilarating downhill adventures in nearby ski areas.
The price is ₹5,393
₹6,024 total
includes taxes & fees
12 Jul - 13 Jul
FairBridge Inn Express
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (116 reviews)
  • cleanliness
    Warm up on the slopes at Bousquet Ski Area, just minutes away from this cosy Pittsfield retreat with an indoor pool and hot tub.
The price is ₹16,143
₹18,032 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
The price is ₹13,249
₹16,908 total
includes taxes & fees
26 Jul - 27 Jul
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 reviews)
  • cleanliness
    Snow-covered paradise beckons with ski adventures and a seasonal outdoor pool, all conveniently located in the heart of Pittsfield.
The price is ₹7,425
₹8,294 total
includes taxes & fees
29 Jun - 30 Jun
Berkshire Inn
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (685 reviews)
The price is ₹14,997
₹16,751 total
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Lenox Pittsfield
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (370 reviews)
The price is ₹10,101
₹11,283 total
includes taxes & fees
1 Jul - 2 Jul
The Central Downtown Inn & Suites
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Ski the Berkshires from a central Pittsfield hotel with an indoor pool, just minutes from multiple slopes and trails for winter fun.
The price is ₹11,989
₹13,392 total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
The price is ₹12,008
₹13,413 total
includes taxes & fees
6 Jul - 7 Jul
The Yankee Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
  • cleanliness
    Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cosy relaxation await.
The price is ₹15,572
₹17,082 total
includes taxes & fees
1 Jul - 2 Jul
Shaker Mill Inn
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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Choose what matters most at ski hotels in Pittsfield

Resort
4 stars

Top Pittsfield Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Well-located just off main street and a block from restaurants and shops. Rooms were spacious and clean. Reception staff were helpful. Breakfast a good way to start the day with decent choices. Reasonably priced, given the area."
David 2-night trip
Posted 8 hours ago
Quality Inn Great Barrington

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