Photo by Photo courtesy of Berkshire Visitors Bureau
The Berkshires Hotel Guide - Ski Hotels in The Berkshires, Massachusetts
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Ski Hotels
Top The Berkshires Ski Hotels

The Yankee, Trademark Collection by Wyndham
Lenox
9.2 out of 10, Wonderful, (1011)
The price is €60
includes taxes & fees
7 Dec - 8 Dec

Vacation Village in the Berkshires
Williamstown
8.8 out of 10, Excellent, (2149)
The price is €81
includes taxes & fees
30 Nov - 1 Dec

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
9.0 out of 10, Wonderful, (1005)
The price is €102
includes taxes & fees
19 Dec - 20 Dec

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
South Lee
9.0 out of 10, Wonderful, (790)
The price is €115
includes taxes & fees
1 Dec - 2 Dec

Hampton Inn & Suites Berkshires-Lenox
Lenox
9.2 out of 10, Wonderful, (1003)
The price is €107
includes taxes & fees
7 Dec - 8 Dec

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very good, (973)
The price is €89
includes taxes & fees
2 Dec - 3 Dec

Berkshire Mountain Lodge
Pittsfield
9.0 out of 10, Wonderful, (771)
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

Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
Explore a world of travel with Expedia
Nearby Cities
Hotel Theme
- Adventure Sport Hotels in The Berkshires
- Beach Hotels in The Berkshires
- Boutique Hotels in The Berkshires
- Business Hotels in The Berkshires
- Cheap Hotels in The Berkshires
- Family Friendly Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Green / Sustainable Hotels in The Berkshires
- Historic Hotels in The Berkshires
- Hotels with Air Conditioning in The Berkshires
- Hotels with Bar in The Berkshires
- Hotels with Breakfast in The Berkshires
- Hotels with Childcare in The Berkshires
- Hotels with Connecting Rooms in The Berkshires
- Hotels with Parking in The Berkshires
- Hotels with Pool in The Berkshires
- Hotels with Restaurant in The Berkshires
- Hotels with Spa in The Berkshires
- Hotels with WiFi in The Berkshires
- Hotels with Yoga in The Berkshires
- Luxury Hotels in The Berkshires
- Pet Friendly Hotels in The Berkshires
- Romantic Hotels in The Berkshires
- Wedding Hotels in The Berkshires
More accommodation types in The Berkshires
- Holiday Homes in Massachusetts
- Apartments in Massachusetts
- Cottages in Massachusetts
- Condo Rentals in Massachusetts
- B&B in Massachusetts
- Motels in Massachusetts
- Guest Houses in Massachusetts
- Resorts in Massachusetts
- Aparthotels in Massachusetts
- Cabin Rentals in Massachusetts
- Farmstay in Massachusetts
- Inns in Massachusetts
- Villas in Massachusetts
- Houseboats in Massachusetts
- Hostels in Massachusetts
- Lodges in Massachusetts
- Chalets in Massachusetts
- Condo Resorts in Massachusetts
- Caravan Parks in Massachusetts
- Castles in Massachusetts
More top The Berkshires Hotels
- Best Western Plus Berkshire Hills Inn & Suites
- Hotel On North
- Courtyard by Marriott Lenox Berkshires
- Howard Johnson by Wyndham Lenox
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- The Porches Inn at Mass MoCA
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Monument Mountain Motel
- Huttopia Berkshires
- Jiminy Peak Mountain Resort
- The Ponds at Foxhollow
- Prospect Berkshires
- The Constance by the Lenox Collection
- Maple Terrace Motel
- The Villager Motel
- Shaker Mill Inn
- Blue Vista Motor Lodge
Expedia's Latest Trends
Hotels
Flights
Activities
Holiday Rentals








































