Find Ski Hotels in Monterey, MA

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Our top choices for Monterey ski hotels

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, (1,002 reviews)
  • cleanliness
    Nestled near premier ski areas, this cozy retreat offers mountain adventures and a fitness center for year-round active stays.
The price is ¥17,216
¥19,230 total
includes taxes & fees
May 18 - May 19
Best Western Plus Berkshire Hills Inn & Suites

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 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 ¥20,212
¥22,576 total
includes taxes & fees
Jun 4 - Jun 5
The Yankee Inn

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (849 reviews)
  • cleanliness
    Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is ¥10,717
¥11,970 total
includes taxes & fees
May 14 - May 15
Monument Mountain Motel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (453 reviews)
  • cleanliness
    Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cozy relaxation await.
The price is ¥16,224
¥17,798 total
includes taxes & fees
May 11 - May 12
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,010 reviews)
  • cleanliness
    Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
The price is ¥13,247
¥14,797 total
includes taxes & fees
May 14 - May 15
Quality Inn Great Barrington

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
The price is ¥17,235
¥19,252 total
includes taxes & fees
May 12 - May 13
The Little Lion

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (578 reviews)
The price is ¥11,751
¥13,125 total
includes taxes & fees
May 11 - May 12
Travelodge by Wyndham Great Barrington Berkshires

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (93 reviews)
  • cleanliness
    Warm up on the slopes at Bousquet Ski Area, just minutes away from this cozy Pittsfield retreat with an indoor pool and hot tub.
The price is ¥16,639
¥18,585 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (853 reviews)
The price is ¥12,378
¥13,826 total
includes taxes & fees
May 11 - May 12
Howard Johnson by Wyndham Lenox

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
The price is ¥19,797
¥22,113 total
includes taxes & fees
May 19 - May 20
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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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