Skip to main content
Beginning of main content

Hotels in The Berkshires

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

The Berkshires Hotels

Search Flight + Hotel

Advanced options

Hotels in The Berkshires

See all 190 Hotels in The Berkshires
Hotel On North
Hotel On North
297 North Street, Pittsfield
3.5 out of 5.0
4.5 out of 5 (2 reviews)

Situated in Pittsfield, this hotel is within a 10-minute walk of Barrington Stage Company, Berkshire Museum, and Berkshire Athenaeum. Colonial Theater and Crane ...

Hide review
Love this hotel! We travel to Pittsfield about 3-4 times a year and love this hotel. The beds are heavenly the rooms are spotless and spacious... just our vibe. Always a restful get away!
  Jan 22, 2017

$149

$149
Fairfield Inn and Suites by Marriott Lenox Great Barrington
Fairfield Inn and Suites by Marriott Lenox Great Barrington
249 Stockbridge Rd, Great Barrington
2.5 out of 5.0
3.5 out of 5 (10 reviews)

This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Housatonic River Walk, Lake Mansfield Park, and Mahaiwe Performing ...

Hide review
Nice place near Butternut ski resort Very conveniently located close to restaurants and not far from downtown. Nice sized pool and decent hot tub. The breakfast was great: gluten free options! Glad we stayed!
  Mar 7, 2017

$134

$134
Yankee Inn
Yankee Inn
461 Pittsfield Rd, Lenox
2.5 out of 5.0
3.6 out of 5 (64 reviews)

Located in the heart of Lenox, this hotel is within 2 mi (3 km) of Kennedy Park, Guido's Marketplace, and Pleasant Valley Wilderness Sanctuary. Arrowhead Museum ...

Hide review
Nice hotel with amenities close to Bershire sites My husband and I spent one night at the Yankee Inn for a quick getaway. We were pleasantly surprised by the gas fire place, microwave and refrigerator in the room. We also had a wonderful view of the lake and mountains from our porch. The hotel offered coffee and ice water all day and evening. They ...
  Oct 3, 2016

$76

$76
Cranwell Spa and Golf Resort
Cranwell Spa and Golf Resort
55 Lee Road, Lenox
3.5 out of 5.0
4.8 out of 5 (5 reviews)

Situated in Lenox, this spa resort is within 2 mi (3 km) of The Mount, Ventfort Hall Mansion and Gilded Age Museum, and Lenox Library. The Bookstore and B.J. ...

Hide review
Spa Getaway for two overworked Moms My friend and I stayed one night for a relaxing, "Mom" getaway. Our room was beautiful in Beecher's Cottage. It was a very short walk to the spa, and tavern, where we went for drinks and apps. It was an incredibly quiet and relaxing day/ night. We plan to go back again! Hopefully for two nights next ...
  Apr 22, 2017

$139

$139
Vacation Village in the Berkshires
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Hancock
3.0 out of 5.0
4.0 out of 5 (83 reviews)

Situated in Hancock, this condo is within 9 mi (15 km) of Brodie Mountain, Mount Greylock State Reservation Visitor Center, and Zema's Nursery. Williamstown ...

Hide review
We stay there when we skii. The last room we got, on the weekend of 3/17 was upsetting. It was in Building 5 and although it was clean, the room showed signs of age. The tile in the bathroom was moving and the whole bathroom needed to be regrouted. Needed a paint job. You could tell the furniture ...
  Mar 27, 2017

$105

$105
Days Inn Great Barrington
Days Inn Great Barrington
372 Main Street, Great Barrington
2.0 out of 5.0
3.6 out of 5 (16 reviews)

Situated in Great Barrington, this motel is within a 10-minute walk of Mahaiwe Performing Arts Center and Housatonic River Walk. Lake Mansfield Park and W.E.B. ...

Hide review
Our stay at the Days Inn Very warm and friendly greeting at the front desk and the room was clean and comfortable for 3 people. It is a first class motel in a great location, right on the edge of downtown Great Barrington. This was a good value. And as an extra, my daughter left her lovie behind and we didn't realize it ...
  Dec 1, 2016

$79

$79
The Williams Inn
The Williams Inn
1090 Main Street, Williamstown
3.0 out of 5.0
3.3 out of 5 (3 reviews)

Situated in Williamstown, this hotel is within a 5-minute walk of Williamstown Historical Museum and 62 Center for Theater and Dance. Chapin Library of Rare ...

Hide review
On Williams campus so location is perfect! Great breakfast, delicious croissants served. The dinner was delicious and staff is friendly and helpful.
  Apr 12, 2017

$125

$125
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock
2.5 out of 5.0
3.7 out of 5 (50 reviews)

Located in the mountains, this Hancock condominium resort offers ski-in/ski-out access within 9 mi (15 km) of Brodie Mountain, Waubeeka Golf Links, and Mount ...

Hide review
Great hotel for young multi children families. The approach to the hotel was beautiful. Check in was very quick and easy, we arrived later in the day. Getting to fine our room was difficult, stairs went up then down and our room 2__ was on the basement floor????? Strange. The property was lovely, and very active with young families. We as older ...
  Jul 7, 2016

$115

$115
Hilton Garden Inn Lenox/Pittsfield
Hilton Garden Inn Lenox/Pittsfield
1032 South Street, Pittsfield
3.0 out of 5.0
5.0 out of 5 (3 reviews)

Situated in Pittsfield, this hotel is within 1 mi (2 km) of Guido's Marketplace and Bousquet Ski Area. Arrowhead Museum and Herman Melville's Arrowhead are also ...

Hide review
Can't Imagine A Better Place In The Area! From the staff and their hospitality, to the facility and its amenities, the Hilton Garden Inn was amazing on all fronts! We were able to check in early, made a special birthday request and had an amazing room (the suite). I wish all of our travel stays were as good as this one! Cannot come more ...
  Apr 1, 2017

$118

$118
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield
2.5 out of 5.0
4.0 out of 5 (36 reviews)

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 Bousquet Ski Area. Colonial Theater and ...

Hide review
Nice hotel away from the city The hotel is nice and away from crowded city, The breakfast is good. The staff are very friendly. They have a little breakfast if you leave early in the morning. Will come back again
  Aug 23, 2016

$84

$84
Map

Recently Booked Hotels in The Berkshires

The Williams Inn
3.0 out of 5.0
Last booking: 41 minutes ago
Chambery Inn
3.0 out of 5.0
Last booking: 1 hour ago
The Briarcliff Motel
2.0 out of 5.0
Last booking: 2 hours ago
Days Inn Great Barrington
2.0 out of 5.0
Last booking: 3 hours ago
Holiday Inn Berkshires
3.0 out of 5.0
Last booking: 3 hours ago
White Horse Inn
3.0 out of 5.0
Last booking: 3 hours ago
Vacation Village in the Berkshires
3.0 out of 5.0
Last booking: 3 hours ago
Monument Mountain Motel
2.5 out of 5.0
Last booking: 4 hours ago
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5.0
Last booking: 4 hours ago
The Berkshires Hotels

Orbitz makes it easy to find the best The Berkshires hotel deals for your trip. With an outstanding selection, easy-to-use search tools and descriptive hotel profiles, you'll find The Berkshires hotel deals in a wink..

Great selection of hotels in The Berkshires

Whether you're searching for hotels in The Berkshires on business, or hunting for a family getaway, The Berkshires hotel options are only a click away. Find hotels in The Berkshires with the location, star-rating and facilities you need. Narrow your search results even further by star rating, hotel chain and amenities, such as free parking, babysitting services, or fitness centers. And with area maps, you can view The Berkshires hotels close you are to the airport and nearby attractions.

The Berkshires hotel reviews, photos and virtual tours

Thanks to photos and virtual tours, you can look before you book your The Berkshires hotel reservation. Check out The Berkshires hotel properties using interactive tools which allow you view hotel rooms, common areas and key features. On Orbitz, you can also learn more about hotels in The Berkshires with unbiased reviews from verified The Berkshires hotel guests. We ask guests to offer candid feedback on services, comfort, location, value and amenities.

Grab The Berkshires hotel deals and special offers

Orbitz works around the clock to find exclusive offers and The Berkshires hotel deals, just for you. Sign up for deals by e-mail where you'll get first crack at money-saving extras like promo codes, resort credits, free nights and more. You can also "Like" Orbitz on Facebook and follow us on Twitter to receive up-to-the-minute news on hotel discounts, giveaways and more.

24/7 support with The Berkshires hotel reservations

When it comes to finding hotels in The Berkshires, an Orbitz specialist can help you find the property right for you. Chat live or call 1-800-454-3743 any time for help booking your hotels in The Berkshires. Our team of experts can help you pinpoint The Berkshires hotels options suited to your tastes and budget.

Forget Orbitz change or cancel fees on The Berkshires hotels

On Orbitz, The Berkshires hotel deals mean flexibility. If you need to change your The Berkshires hotel reservations, or cancel your stay, Orbitz doesn't charge cancel or change fees. Orbitz also offers great selection on airline tickets, vacation packages, and car rental deals to so you can plan your trip to The Berkshires all in one place.

 

* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.