Beginning of main content
Customized for your search:

Cheap Hotels in The Berkshires, North America

The Berkshires hotels
The Berkshires

Choose from 91 The Berkshires Hotel Deals

Hotel On North - Pittsfield Hotels
Rating: 3.5 Stars

Hotel On North

297 North Street, Pittsfield - Map
Comfortable, clean, and beautiful rooms. The décor was charming with all modern amenities.
A Traveller
Situated in Pittsfield, this hotel is within a 10-minute walk of Barrington Stage Company, Berkshire Museum, and Berkshire …More
White Horse Inn - Pittsfield Hotels
Rating: 3.0 Stars

White Horse Inn

378 South St, Pittsfield - Map
"New England Weekend."
John and Jeanie were wonderful B&B hosts. From arrival time, to our departure, they were pleasant and accommodating. The room (which was upgraded for us) was beautifully decorated, spacious and comfortable. Although, this was my first experience in a B&B, my boyfriend confirmed this was a top experience. I especially enjoyed breakfast, as it felt very genuine, as well as tasty. (Bonus points for the vegetarian friendly options!) Thanks so much, we loved our stay!
A Traveller
Situated in Pittsfield, this bed & breakfast is within 1 mi (2 km) of Colonial Theater, Berkshire Museum, and Berkshire …More
Berkshire Inn - Pittsfield Hotels
Rating: 2.0 Stars

Berkshire Inn

150 W Housatonic St, Pittsfield - Map
"Super Convenient for visiting relatives in town"
I lived in Pittsfield for 28 years, now when I go back to visit I find it necessary to find a place to sleep. I've used the Berkshire Inn twice now, and I am very pleased. The rooms are CLEAN and the bed is comfy and there is a microwave and a fridge in the room. They also offer a very nice complimentary breakfast. I expected danish and coffee, what I had was hard boiled eggs, sausage, danish and good coffee. I will definitely use them again.
A Traveller
Located in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire …More
Yankee Inn - Lenox Hotels
Rating: 2.5 Stars

Yankee Inn

461 Pittsfield Rd, Lenox - Map
"Good location"
Rooms Far from main building , room are clean but small , small bathroom , outdated .... good breakfast !!!!
A Traveller
Located in the heart of Lenox, this hotel is within 2 mi (3 km) of Kennedy Park, Guido's Marketplace, and Pleasant Valley …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
"Nice hotel near Berkshire Med Ctr. "
My opinion of Best Western's has recently turned around! I used to think that they were inferior hotels, but lately the ones I've stayed at seem recently renovated & updated, and this one is no different. Pittsfield is fairly quiet and when I arrived, I was upgraded to their nicer room. Granted I arrived late and left early in the AM, I did not hear a single other person, despite being right next to the elevator. Awesome. Tub is deeper than most, making for a nice bath after a long day :). Staff was very pleasant. I even got some breakfast before the advertised "open" time of 6:30am.
Traveller from New York, NY
Located in the heart of Pittsfield, this hotel is 1.7 mi (2.8 km) from Hancock Shaker Village and 2.9 mi (4.7 km) from …More
Harbour House Inn - Cheshire Hotels
Rating: 3.5 Stars

Harbour House Inn

725 North State Road, Cheshire - Map
Situated in the mountains, this bed & breakfast is 1.4 mi (2.2 km) from St Mary's of the Assumption Church and within 6 mi …More
Howard Johnson Express Inn - Lenox - Lenox Hotels
Rating: 2.0 Stars

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd, Lenox - Map
"Clean, Comfortable, Low Priced."
Pros: Clean, Comfortable, Large room. Everything worked. Instant hot water. Firm mattress. Good breakfast. Very reasonable price. Con: No soundproofing between first and second floor. We could hear every footstep, door closing and conversation on the second floor. Couldn't get to sleep until second floor guests went to bed.
A Traveller
Situated in Lenox, this motel is within 2 mi (3 km) of Guido's Marketplace, Arrowhead Museum, and Herman Melville's …More
The Red Lion Inn - Stockbridge Hotels
Rating: 3.0 Stars

The Red Lion Inn

30 Main Street, Stockbridge - Map
"It was like stepping back to a time long ago."
We walked into a large welcoming front lobby area that was bustling with people. A fire place was roaring, a large Christmas tree decorated the center of the room and in the corner was a pianist surrounded by a young people's choir singing Christmas classics. The Inn is huge and filled with so much history. We got settled into our spacious, clean room and went exploring. We ate at their beautifully decorated and warmly waited dining room. They have a Tavern for lighter fare as well. We loved meandering around their shops and popping in and out to visit all the little shops near by. What a treasure we found and plan to come back in warmer weather with the whole family!
Traveller from RI
This family-friendly Stockbridge hotel is located in the historical district, within a 5-minute walk of Schantz Galleries and …More
Days Inn Lenox MA - Lenox Hotels
Rating: 2.0 Stars

Days Inn Lenox MA

194 Pittsfield Rd, Lenox - Map
"Nice location, inexpensive room."
All décent apart from noisy route near the motel as well as not vert clean rooms.
A Traveller
Situated in Lenox, this motel is within 2 mi (3 km) of Kennedy Park, Guido's Marketplace, and Pleasant Valley Wilderness …More
Chambery Inn - Lee Hotels
Rating: 3.0 Stars

Chambery Inn

199 Main St, Lee - Map
"Perfect combo of charm, comfort and hospitality."
Large room, fireplace, King size canopy bed, sitting area, all the comforts wrapped into a lovely Antique building in the Berkshires. What more could I ask for but a beautiful spread of breakfast goods, like hot coffee, mueslix, croissants delivered in a large basket. We got more than what we asked for. We're coming back for sure!!!
Traveller from Youngsville, NC
Situated in the mountains, this bed & breakfast is within a 5-minute walk of Berkshire Mountain Country Store, Animagic …More

Search from 91 The Berkshires Hotels

    Why book with Hotwire ?

    • Low Price Guarantee
    • No Hotwire Cancellation Fee
    • 91% customer satisfaction

    Hotel options

    The Berkshires is calling — find the perfect hotel

    Everyone wants to score a deal on travel, but price is just one factor to consider when booking an unforgettable hotel. Whether you’re visiting family, attending a conference or taking a well-earned vacation in The Berkshires, having an awesome experience should be a no-brainer.

    Hotwire will hook you up! From restful nights near your flight to that prime spot in the city’s heart, we’ve done our research to bring the best options to your fingertips. Book your The Berkshires hotel with us now and start your next adventure.

    You’re not the average traveler — and we know it

    You’ve done your homework and know exactly where you want to go. We’re here to help with some Hotwire travel geek-approved tips on how to save on your booking.

    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.