Independent The Berkshires hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
Aug 28 - Aug 29Tomorrow
Aug 29 - Aug 30This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6
Save an average of 15% on thousands of hotels when you're signed in
Top The Berkshires Hotel Reviews
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"1"
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"
Berkshires Untold
8/10 Good
"They used to sell the Le Labo products and have a mini bar in the rooms. I wish they would bring those things back. The lobby/bar is really stunning and is a cool place to hang out."
Vacation Village in the Berkshires
10/10 Excellent
"Plenty of activities for couples and families to do…"
The Yankee Inn
10/10 Excellent
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
The Red Lion Inn
10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
The Little Lion
8/10 Good
"Clean and comfortable room for reasonable price. Central area/lobby is nice place to sit and read, relax, and/or eat breakfast (coffee provided). Also red Adirondack chairs up on hill behind rooms and small tables/chairs in front of some rooms. Can use the outdoor pool and whirl pool a few miles away at the Red Lion Inn, which is desirable feature on summer days. A few negatives. While the building and rooms are set back from the road, it’s located off a busy road that goes between Stockbridge and Great Barrington. You will hear the cars during the day. It’s also not what I would consider an “Inn” as it’s really a motel. It used to be the Briarcliff Motel before the Red Lion Inn purchased it. Any questions, requests, or comments need to contact them as the Little Lion didn’t have any full time staff and no one at front desk in the lobby when we stayed. We received text with code for room door."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice place"
Hotel On North
10/10 Excellent
"No comment."
Explore a world of travel with Expedia
- Country Houses in Beartown State Forest
- Blandford Hotels
- 5 Star Hotels in Becket
- B&B in Great Barrington
- Hotels with smoking rooms in Lee
- Otis Hotels
- Stockbridge Hotels
- Hotels near Goose Pond Reservation
- Pet-Friendly Hotels in The Berkshires
- Casino Hotels in Great Barrington
- Resorts & Hotels with Spas in Sheffield
- Great Barrington Hotels
- Rv Parks in Otis
- Lee Hotels
- Family Hotels in The Berkshires
- La Quinta Inn & Suites Hotels in East Longmeadow
- Hotels near Tyringham Cobble
- 4 Star Hotels in Great Barrington
- Hotels near Chesterwood
- Hotels with a Pool in Great Barrington
- Hotels with a Pool in Stockbridge
- Hotels with an Indoor Pool in Lenox
- Hotels near Walter J. Koladza
- Hotel Wedding Venues Hotels in Stockbridge
- Inns in Beartown State Forest
- South Lee Hotels
- Cheap Hotels in The Berkshires
- Lenox Hotels
- Four Seasons Hotels in Monterey
- Pet-Friendly Hotels in Lee
- Resorts in Otis
- Hotels with an Indoor Pool in The Berkshires
- Hotels near Ski Butternut
- Family Hotels in Monterey
- Family Hotels in Sheffield
- Romantic Hotels in Lenox
- Hotels near Mahaiwe Performing Arts Center
- Resorts & Hotels with Spas in Great Barrington
- B&B in Stockbridge
- Hotels with a Pool in Sheffield
- Hotel Wedding Venues Hotels in Great Barrington
- Boutique Hotels in The Berkshires
- Hotels with Hot Tubs in Lee
- Hotels with smoking rooms in Great Barrington
- Ski Hotels in Stockbridge
- Hotels near National Shrine of the Divine Mercy
- Flights from Chester
- Flights to The Berkshires
- Flights from Chicago (ORD) to Great Barrington (GBR)
- Flights to Stockbridge
- Flights to Southfield
- Flights from Granville
- Flights from South Egremont
- Flights from Dallas (DFW) to Great Barrington (GBR)
- Flights from Denver (DEN) to Great Barrington (GBR)
- Flights to South Lee
- Flights to Alford
- Flights from Lee
- Flights from Walter J. Koladza
- Flights from Houston (IAH) to Great Barrington (GBR)
- Flights from Phoenix (PHX) to Great Barrington (GBR)
- Flights to Sheffield
- Visit Housatonic
- Becket Land Trust Historic Quarry
- Frelinghuysen Morris House and Studio
- Mission House
- Visit Great Barrington
- Maple Corner Farm Cross Country Ski Area
- Visit Monterey
- Visit South Lee
- Berkshire Botanical Garden
- South Lee Vacations
- Visit The Berkshires
- Visit Lee
- Pyramid Lake
- National Shrine of the Divine Mercy
- Greenock Country Club
- Norman Rockwell Museum
- Sandisfield Vacations
- Lee Premium Outlets
- Otis Ridge
- Kushi Institute
- Animagic Museum of Animation
- Visit Middlefield
- Visit South Egremont
- Visit Sandisfield
- Car rentals near Otis Ridge
- Car rentals in Thrifty Car Rental 1 Terminal Drive
- Ok Mobility Rental Cars in Otis
- Keddy By Europcar Rental Cars in Monterey
- Car rental Sheffield
- Addcar rental Rental Cars in Lee
- Car rental Lee
- Guerin Rental Cars in Monterey
- Hertz Rental Cars in Mill River
- Fox Rental Cars Rental Cars in New Marlborough
- Thrifty Car Rental Rental Cars in Otis
- Car rental South Egremont