Customized for your search:

The Berkshires Hotels

The Berkshires hotels
The Berkshires

Hotel + Flight Deals in The Berkshires

See all The Berkshires Package Deals

Great Deals on Hotels in The Berkshires

Berkshire Inn - Pittsfield Hotels
Rating: 2.0 Stars
Check availability

Berkshire Inn

150 W Housatonic St, Pittsfield 01201 - Map
 
 
"Acceptable budget friendly place to sleep. "
Nothing negative to say. It is an old style roadside motel. But it was clean, convenient and surprisingly quiet.
A Traveller
Located in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire …More
Cranwell Resort Spa & Golf Club - Lenox Hotels
Rating: 3.5 Stars
Check availability

Cranwell Resort Spa & Golf Club

55 Lee Road, Lenox 01240 - Map
 
 
Great weekend stay! My husband and I stayed here for a quick weekend getaway and had a great time! Beautiful resort! The spa was amazing!
A Traveller
Situated in Lenox, this spa resort is within 2 mi (3 km) of The Mount, Ventfort Hall Mansion and Gilded Age Museum, and Lenox …More
Vacation Village in the Berkshires - Hancock Hotels
Rating: 3.0 Stars
Check availability

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock 01237 - Map
 
 
"Cozy condo, but considerable drive"
We stayed at the Vacation Village in the Berkshires to attend a baseball tournament in Hinsdale. The condo was very spacious, clean, and comfortable. The layout of the buildings is a little confusing at first, but we figured out our building location rather quickly. The indoor and outdoor pool areas are nice and clean. The pools were cold and could be heated to a warmer temperature. The volleyball net needs some TLC. I think this condo would be perfect for skiing in the winter. We did visit Jiminy Peak for a day at the adventure park and some hiking. The location is rather remote. At least 20 minute drive to a grocery store. Our drive to Hinsdale was 30 minutes each direction. We may stay here again next year, even thou it is a long drive to the baseball fields.
Traveller from Brookline, MA
Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 …More
Jiminy Peak Mountain Resort - Hancock Hotels
Rating: 2.5 Stars
Check availability

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock 01237 - Map
 
 
"Great resort for Ski!"
The Ski is great, we loved it. We stayed at 2bedroom one and 1/2 bath, full kitchen (Village ) of the resort. Room is clean , kitchen has all the supplies you need for cooking. But village part of the resort was built in the 80's , kind of old, and not updated.
Traveller from New Jersey
Situated in the mountains, this condominium resort is 6.1 mi (9.8 km) from Mount Greylock State Reservation Visitor Center …More
Williamstown Motel - Williamstown Hotels
Rating: 2.0 Stars
Check availability

Williamstown Motel

295 Main Street, Williamstown 01267 - Map
 
 
"Convenient to Williams College"
Motel was convenient, clean, perfectly adequate for short stay.
Traveller from NY
Situated in Williamstown, this hotel is within 1 mi (2 km) of Hopkins Observatory, Williams College Museum of Art, and Chapin …More
White Horse Inn - Pittsfield Hotels
Rating: 3.0 Stars
Check availability

White Horse Inn

378 South St, Pittsfield 01201 - Map
 
 
"Great New England B&B in western Mass!"
We had a wonderful stay! We visited on Easter weekend (during the off-season in western mass), and our room was upgraded from a queen to a king free of charge. The staff was extremely helpful - they arranged dinner reservations, and were extremely flexible with check-in and check-out. Also - the breakfast was scrumptious!
A Traveller
Situated in Pittsfield, this bed & breakfast is within 1 mi (2 km) of Colonial Theater, Berkshire Museum, and Berkshire …More
Sunset Inn - Lee Hotels
Rating: 1.5 Stars
Check availability

Sunset Inn

150 Housatonic Street, Lee 01238 - Map
 
 
"Nothing fancy, but gets the job done"
Nothing fancy, but clean, easy access of Mass. Pike, and pleasant staff!
Traveller from NY
Located in the heart of Lee, this motel is within a 15-minute walk of Lee Library, Lee Prime Outlets, and Animagic Museum of …More
The Cornell Inn, Lenox - Lenox Hotels
Rating: 3.0 Stars
Check availability

The Cornell Inn, Lenox

203 Main St, Lenox 01240 - Map
 
 
"Clean, comfortable, welcoming experience."
We had a beautiful, comfortable room in the central house (built in 1880) for four nights to use as a base for our exploration of the Berkshires and beyond. Wonderful people, comfortable accommodations, and out of this world breakfasts made this a singularly excellent experience.
Traveller from Edmonds, WA
Situated in the mountains, this bed & breakfast is within 1 mi (2 km) of Lenox Library, Ventfort Hall Mansion and Gilded Age …More
Shaker Mill Inn - West Stockbridge Hotels
Rating: 2.5 Stars
Check availability

Shaker Mill Inn

7 Albany Road, West Stockbridge 01266 - Map
 
 
"Convenient and cozy"
This was our second time staying here. The inn keepers pay strict attention to detail, providing amenities for all occasions - umbrella, face wipes, tea, coffee, sweets and wine. The fireplace is always nice and it's always a well priced pleasure.
A Traveller
Located in the heart of West Stockbridge, this bed & breakfast is within 6 mi (10 km) of Berkshire Botanical Garden, Norman …More
Black Swan Inn, an Ascend Collection Hotel - Lee Hotels
Rating: 2.0 Stars
Check availability

Black Swan Inn, an Ascend Collection Hotel

435 Laurel St, Lee 01238 - Map
 
 
"Great Expectations"
We stayed May 3rd through the 5th and we had a great time. The staff was very accommodating. One staff member even helped us upgrade to a room with a patio and a view overlooking the lake. It was so nice to sit out in the morning and late afternoon having a drink sitting in the sun. Very quiet and relaxing. We would definitely recommend this hotel to family and friends.
Traveller from Millville, MA
Located in the heart of Lee, this hotel is within 1 mi (2 km) of Animagic Museum of Animation and Lee Library. Greenock …More

Search from 75 The Berkshires Hotels


    Need help booking?

    Call 1-800-551-2409
    Visit Customer Support »

    Why book with Expedia ?

    • 510,000+ hotels worldwide
    • No Expedia Cancellation Fee
    • Best price guarantee
    • 91% customer satisfaction

    Where to stay in The Berkshires

    Your Guide to The Berkshires Hotels

    Expedia.com offers a selection of 75 hotels in The Berkshires. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs.

    Expedia.com will not only save you time, but also money when booking your stay at a hotel in The Berkshires. Making reservations so you can stay within your budget is easy with us.

    Expedia.com even provides you with a map so you may find hotels in the The Berkshires neighborhood you prefer.

    Go ahead. Enter your travel dates to view the best offers on hotel rooms in The Berkshires, MA now!

    Looking for local hotels nearby? Check out the new hotels near me page.

    Hide
    Customers Rate Expedia
    Powered by feefo
    91% recommended
    4.5
    From 29,939 Reviews
    *For these packages, package savings is at least equal to the cost of the flight or hotel if booked separately. Note: For packages including flights, you will be charged by the airline for the flight, but your savings on the package will equal the cost of the flight.