Find all hotels by Wyndham Hotels in Stockbridge, MA
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
18 Aug - 19 AugTomorrow
19 Aug - 20 AugThis weekend
21 Aug - 23 AugNext weekend
28 Aug - 30 Aug
Save an average of 15% on thousands of hotels when you're signed in
Top Stockbridge Hotel Reviews
Vacation Village in the Berkshires
8/10 Good
"Large resort with many amenities -- 2 pools, grills, volleyball court, extensive walking paths. GREAT for a family of kids since there are a lot of events planned for them by resort. Beautiful setting. Our two-suite rental roomy, comfortable, well-equipped. Have come here for years. Love little balcony overlooking greenery AND gas fireplace."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Having the pool and hot tub was great. Very clean. Breakfast was complete with oatmeal and hot breakfast choices. Location was Central to all sites like Tanglewood. Highly recommended."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Lovely location on Laurel lake. Our balcony was directly over looking the lake. A wonderful spot for morning coffee and a book. Dogs are welcome! Well behaved, of course. A short drive to Lenox, Tanglewood and Stockbridge. Always coming back!"
Holiday Inn Club Vacations Oak 'n Spruce Resort
8/10 Good
"We had to have housecleaning to clean a few things before we brought our luggage in. When my husband put on an overhead fan in the bedroom, all kinds of clumps of dust came down from the fan onto the bed and bureau. There was also about a 1/4' of dust on the fan vent in the living room and a clump of chocolate cake on the outside of the refrigerator! Otherwise, the place was clean."
The Whitlock
10/10 Excellent
"Lovely room, nice amenities."
Jiminy Peak Mountain Resort
10/10 Excellent
"…."
Quality Inn Great Barrington
10/10 Excellent
"Very comfortable beds! Quiet and room darkening shades. Easy walk into the center of town."
The Yankee Inn
8/10 Good
"The stay was very good however the rooms are dated though well maintained. I felt the price was very high for the accommodations. I had expected more for the price ($350) but it was their peak season and they need to price accordingly. Certainly this Inn did not offer the feel or quality level of even a Holiday Inn or Hampton Inn. That being said it was very clean, the staff was very friendly and the breakfast was good."
Berkshires Untold
10/10 Excellent
"Pleasant stay and Sarah made a bouquet of flowers for my daughter’s birthday..a fellow Leo!"