Search for Cheap Deals onHotels in Stockbridge
Choose from 1342 Stockbridge Hotel Deals
The Red Lion Inn
Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future.
Reviewed on Jan 29, 2026
Vacation Village in the Berkshires
The room was clean and spacious.
Reviewed on Feb 7, 2026
Berkshire Mountain Lodge
The doors wouldn’t stay locked
Reviewed on Feb 6, 2026
The Yankee, Trademark Collection by Wyndham
Room was reasonably comfortable and always nice to be looking out at the mountain. Staff is always pleasant and efficient. Very good value for the money.
Reviewed on Feb 3, 2026
Berkshires Untold
loved
Reviewed on Feb 2, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The room was nice and clean. When we went to the activity center to use the pool and hot tub there was an odd smell. Other than that we enjoyed our stay.
Reviewed on Feb 2, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Rooms were clean and spacious. Our room had 2 queen beds and they easily accommodated 2 of us and our late teen children. It's only 20 minutes from Jiminy Peak skiing area. There are several breakfast and food places nearby.
Reviewed on Feb 2, 2026
Quality Inn
Nice location and staff was courteous. Needs attention to cleaning, and maintenance.
Reviewed on Jan 27, 2026
Best Western Plus Berkshire Hills Inn & Suites
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.
Reviewed on Jan 20, 2026
Huttopia Berkshires
Healthy food too!
Reviewed on Oct 20, 2025
Hotel On North
Great staff, beautiful hotel. Would definitely recommend
Reviewed on Jan 27, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The staff is super friendly and accommodating. The location is quiet. We stayed during the winter, but the lake view from the restaurant and breakfast area were really nice. The hotel was well kept and clean. We’ll definitely stay there again.
Reviewed on Jan 19, 2026
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