Preferred The Berkshires hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
13 Sept - 14 SeptTomorrow
14 Sept - 15 SeptNext weekend
18 Sept - 20 SeptIn two weeks
25 Sept - 27 Sept
Save an average of 15% on thousands of hotels when you're signed in
Top The Berkshires Hotel Reviews
Quality Inn Great Barrington
8/10 Good
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
Vacation Village in the Berkshires
10/10 Excellent
"Very large room and really easy check in. (Great Staff). Excellent value for the price."
The Yankee Inn
10/10 Excellent
"Loved the pond trail! What a nice shift after a long day on the road."
Berkshires Untold
8/10 Good
"Location was great! We loved the new addition in the front, where the reception area was, as well as restaurant and bar area, and library. Also liked the fire pits and outdoor seating. Rooms themselves were very basic and motel-like, and rather dark, but they did have nice bath products (shampoo, conditioner and body lotion). We didn’t realize there was also a room darkening shade on the front window, so the first night we just closed the curtain, which was see-thru! Staff was pleasant, and coffee was ready bright and early."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"
Hotel Downstreet, an Ascend Collection Hotel
8/10 Good
"Clean room, great location. Perfect base for a weekend in the Berkshires."
Best Western Plus Berkshire Hills Inn & Suites
8/10 Good
"Clean, staff was great, and ample parking"
Holiday Inn Club Vacations Oak 'n Spruce Resort
8/10 Good
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
Jiminy Peak Mountain Resort
10/10 Excellent
"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"
Explore a world of travel with Expedia
- Lodges in Chester
- Otis Hotels
- Motel 6 Hotels in Springfield
- B&B in Great Barrington
- Hotel with Pool Hotels in Lenox
- Apartments in Otis
- Motel 6 Hotels in Sunderland
- La Quinta Inn & Suites Hotels in Southampton
- Resorts in Chester
- Accor Hotels in Northampton
- Hotels near Ashintully Gardens
- Business Hotel Hotels in Great Barrington
- Red Carpet Inn Hotels in Southwick
- Cottages in Stockbridge
- Motels in Alford
- Historic Hotel Hotels in Great Barrington
- Motels in Becket
- Cheap Hotels in Great Barrington
- Pet-Friendly Hotel Hotels in The Berkshires
- B&B in Monterey
- Hotels near Norman Rockwell Museum
- Residences in The Berkshires
- Motel 6 Hotels in West Springfield
- Pet-Friendly Hotel Hotels in Great Barrington
- 4 Star Hotels in Granville
- Great Barrington Hotels
- Cottages in Lee
- Apartments in Lenox
- Hotels near Tanglewood Music Center
- Luxury Hotel Hotels in The Berkshires
- Hotels near Ski Butternut
- Lenox Hotels
- America's Best Inns Hotels in Three Rivers
- Cheap Hotels in Lenox
- Cheap Hotels in Lee
- Hotels near Berkshire Botanical Garden
- B&B in Alford
- Granville Hotels
- Cabin Rentals in Lee
- Mount Washington Hotels
- B&B in The Berkshires
- Huntington Hotels
- Pet-Friendly Hotel Hotels in Lee
- Peru Hotels
- 4 Star Hotels in Becket
- Marriott Hotels & Resorts in Easthampton
- Condominium Resorts in The Berkshires
- Hotels near Lee Premium Outlets
- Hotels near Walter J. Koladza
- Business Hotel Hotels in South Egremont
- Stockbridge Hotels
- Hotel with Pool Hotels in Great Barrington
- Marriott Hotels & Resorts in East Longmeadow
- Pet-Friendly Hotel Hotels in South Egremont
- Apartments in Lee
- Apartments in Pittsfield
- Boutique Hotel Hotels in Western Massachusetts
- America's Best Inns Hotels in Ludlow
- Monterey Hotels
- Luxury Hotel Hotels in Great Barrington
- B&B in Sheffield
- Cottages in The Berkshires
- Rv Parks in Otis
- Resorts in Lenox
- Rv Parks in The Berkshires
- Cheap Hotels in Western Massachusetts
- Hotel with Pool Hotels in The Berkshires
- Bar Hotel Hotels in Sheffield
- Russell Hotels
- Resorts in The Berkshires
- Accor Hotels in Southwick
- Vacation Homes in The Berkshires
- Family Hotel Hotels in South Lee
- Condo Rentals in South Lee
- Apartments in Granville
- 4 Star Hotels in Great Barrington
- Sheffield Hotels
- Spa Hotel Hotels in Lee