Compare Ski Hotels in The Berkshires
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Check hotel availability in The Berkshires
Featured The Berkshires Ski Hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
Stay at this property in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
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.
The Berkshires hotels essential information
Accommodation | 1,099 hotels |
|---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Vacation Village in the Berkshires, The Yankee, Trademark Collection by Wyndham, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Hampton Inn & Suites Berkshires-Lenox, Monument Mountain Motel, Shaker Mill Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG |
Most recent The Berkshires hotel reviews
lastminute.co.nz Verified Review
5 / 5
All employees were very helpful and very kind
A verified traveller stayed at The Red Lion Inn
Posted 7 hours ago
More Ski Hotels
Other cities near The Berkshires
- New England Hotels
- Upstate New York Hotels
- Lenox Hotels
- The Catskills Hotels
- Hudson Hotels
- Great Barrington Hotels
- Rhinebeck Hotels
- Williamstown Hotels
- Northampton Hotels
- Brattleboro Hotels
- Pittsfield Hotels
- Windsor Hotels
- Hudson Valley Hotels
- Troy Hotels
- West Springfield Hotels
- Stockbridge Hotels
- Lee Hotels
- Bennington Hotels
- Holyoke Hotels
- North Adams Hotels
Hotel themes
- Family Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Luxury Hotels in The Berkshires
- Spa Hotels in The Berkshires
- Romantic Hotels in The Berkshires
- Winery Hotels in The Berkshires
- Apartment Hotels in The Berkshires
- Beach Hotels in The Berkshires
- Boutique Hotels in The Berkshires
- Casino Hotels in The Berkshires
Other top The Berkshires hotels
- Vacation Village in the Berkshires
- Best Western Plus Berkshire Hills Inn & Suites
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Yankee, Trademark Collection by Wyndham
- The Constance by the Lenox Collection
- The Red Lion Inn
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Berkshire Mountain Lodge
- Hotel On North
- The Williams Inn
- Hampton Inn & Suites Berkshires-Lenox
- Howard Johnson by Wyndham Lenox
- Berkshire Inn
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
More ways to explore The Berkshires
Top picks
Hotels
Accommodation in WalthamAccommodation in ChelseaAccommodation in WoburnHotels in AccordAccommodation in PeabodyAccommodation in RevereAccommodation in EverettNorth Shore Pet Friendly HotelsAccommodation in QuincyAccommodation in WellesleyAccommodation in CambridgeAccommodation in SwampscottAccommodation in KauaiAccommodation in RocklandAccommodation in Martha's VineyardCambridge Pet Friendly HotelsAccommodation in SalemHotels in North EndAccommodation in FraminghamAccommodation in MauiAccommodation in OahuSomerville Luxury HotelsHotels in Back BayAccommodation in NorwoodHeartland Beach HotelsAccommodation in Brookline
Flights