Customized for your search:

The Berkshires Hotels

The Berkshires hotels
The Berkshires

Hotel + Flight Deals in The Berkshires

See all The Berkshires Package Deals

Top Trending Hotels in The Berkshires

Yankee Inn - Lenox Hotels
Rating: 2.0 Stars
$90

Yankee Inn

461 Pittsfield Rd, Lenox - Map
 
 
"excellent location for berkshire activities"
had a great time doing tanglewood and touring lenox, lee and williams; very friendly accomodating desk staff
A Traveller
Situated in the city center, this hotel is close to Arrowhead Museum and Shakespeare and Company. Area attractions also …More
Americas Best Value Inn - Lee Hotels
Rating: 2.0 Stars
$72

Americas Best Value Inn

980 Pleasant Street, Lee - Map
 
 
Centrally located that's near to the top attractions in Stockbridge: Norman Rockwell Museum, Nueamkeag Gardens, Berkshire Gardens, Divine Mercy Shrine, Berkshire Theatre and the hidden gem: Red Lion Inn (DON'T MISS). The staff is very friendly and available. Lovely hanging pots, clean room and free wi-fi. You get the best value for your money. Highly recommended! Can't go wrong
Marivic from New York
Situated in Lee, this motel is close to Prime Outlets Lee and Naumkeag. Area attractions also include Norman Rockwell Museum …More
Berkshire Inn - Pittsfield Hotels
Rating: 2.0 Stars

Berkshire Inn

150 W Housatonic St, Pittsfield - Map
 
 
"Very clean hotel."
The staff was very personable and upgraded us to king size bed at no charge. The room was very clean and neat. The microwave and frig came in handy. The breakfast was also excellent with a variety of choices. I would stay here again.
A Traveller
Situated in the city center, this motel is close to Arrowhead Museum. Area attractions also include Hancock Shake Village and …More
Cranwell Resort Spa & Golf Club - Lenox Hotels
Rating: 3.5 Stars

Cranwell Resort Spa & Golf Club

55 Lee Road, Lenox - Map
 
 
"expensive resort"
Large nice room with a large bathroom. Great spa. Beautiful grounds. Convenient to Tangelwood.
bob from florida
Situated in Lenox, this spa resort is close to Shakespeare and Company and Tanglewood. Area attractions also include Prime …More
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield Hotels
Rating: 2.5 Stars

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield - Map
 
 
"Great place to stay!"
Friendly, helpful front desk staff. Delicious breakfast, clean, comfortable rooms. Highly recommend
bounderjune from VA
Situated in the city center, this hotel is close to Hancock Shake Village. Area attractions also include Arrowhead Museum and …More
Image not available
Rating: 3.0 Stars

Wyndham Bentley Brook

1 Corey Road, Hancock - Map
 
 
"Excellent stay!"
We arrived to the Resort and from the minute we checked in we felt like Royalty. The staff was amazing and the accommodations exceeded our expectations. When we book a trip to this region again I know where we are going to stay.
Ed from West Monroe, NY
Situated in the mountains, this condo is in the same area as Mount Greylock State Reservation Visitor Center. Regional …More
Black Swan Inn, an Ascend Collection Hotel - Lee Hotels
Rating: 2.0 Stars

Black Swan Inn, an Ascend Collection Hotel

435 Laurel St, Lee - Map
 
 
"Above & Beyond"
From the moment my wife & I arrived for a two day stay, the staff went out of their way to make us feel at home. Very friendly & easy to deal with.
Raoul from East Brookfield, Ma
Situated near the beach in the city center, this hotel is close to Prime Outlets Lee and Shakespeare and Company. Area …More
Jiminy Peak Mountain Resort - Hancock Hotels
Rating: 2.5 Stars

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock - Map
 
 
"Nice hotel"
I had a great experience at this hotel. The staff was very friendly and helpful. The room was clean and spacious
holly
Situated in the mountains, this condominium resort is in the same area as Mount Greylock State Reservation Visitor Center …More
Rodeway Inn - Lee Hotels
Rating: 2.0 Stars

Rodeway Inn

200 Laurel St, Lee - Map
 
 
"Clean and friendly"
Our recent stay at the Rodeway Inn was a pleasant surprise. We visit the area almost every year to take in a few productions at Shakespeare and Company, and have been disappointed with our stays at other hotels in the area in recent years. The Rodeway is nothing fancy, but we found our room to be very, very clean and well aired. Everything worked as it should and the building seemed well maintained. It appeared to be a family run business (very friendly folks too) and it showed in the way the place was kept. We will be staying there again :')
Christopher from Worcester, MA
Situated in Lee, this motel is close to Prime Outlets Lee and Shakespeare and Company. Area attractions also include Naumkeag …More
The Orchards Hotel - Williamstown Hotels
Rating: 3.5 Stars

The Orchards Hotel

222 Adams Rd, Williamstown - Map
 
 
"This is a special, lovely place"
I loved my stay at the Orchards hotel. It is beautiful; the library, living room, pool, the fountain outside, are all so charming and quaint at the same time. My room was comfortable, and pampered me with soaps, shampoos, lotions, and robes. The bathroom was large and the room was cozy, with a television in the armoire and access to many channels. The turndown service and housekeeping are excellent. The food at the Gala Steakhouse and Bistro is delicious, the service excellent. The hotel is in a beautiful country location, and they make you feel like a special guest. I love the cookies at the check-in desk, and the ones they leave for you at night, along with even a "sweet dreams" card and weather forecast so that you can plan your stay. It is the perfect place to get away from the city and feel special. I will be coming back!
M.R. from New York
Situated in a rural location, this hotel is close to Hopkins Observatory, Williams College Museum of Art, and Williams …More

Search from 67 The Berkshires Hotels


    Need help booking?

    Call 1-800-551-2409
    Visit Customer Support »
    No Expedia Cancellation Fee

    No Expedia Cancellation Fee

    Book, change, or cancel almost any hotel without paying an Expedia fee.

    Where to stay in The Berkshires:

    The Berkshires Hotel Guide

    When you browse Expedia’s selection of 67 hotels in The Berkshires, you’re sure to find cheap deals and discount rates on any type of hotel your travel heart desires.

    Expedia will save you time and money when booking your The Berkshires hotel. And that’s not all - we even provide you with a map to find hotels in the The Berkshires neighborhood you prefer.

    Staying within budget is a cinch, too. Search for your preferred accommodation by price here at Expedia. Booking your reservations at a hotel in The Berkshires is easy with us.

    Enter your travel dates to view the best offers on hotel rooms in The Berkshires, MA and get excited for your stay!

    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.