Top Hilton Hotels in Stockbridge, MA

A nighttime view of a residential area with houses adorned with holiday lights.

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Top Stockbridge Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

"It's an old property and it looks it with outdated interior and exterior, stains on really worn carpet, one light out in the room (we lived without it), tiny bathroom and towels so worn out they felt like sandpaper. However, the bed was exactly what I like: mattress was firm enough, bed linens were bright white, pillows were plump enough, and I slept decently. The blinds were truly light-blocking and they closed well. The reason we stayed here was to sleep overnight before heading home the next day, so that objective was achieved. Breakfast included bacon and buffet was stocked. Other breakfast guests were pleasant. Desk staff members did what they were supposed to do. There was a mini fridge, which I wanted so we could have cold drinks for the day we departed. As I recall from reserving two months ago, the rate was a good deal. Would not stay longer than one night, but for a single night, this was a problem-free experience."

Berkshires Untold

10/10 Excellent

"Great stay, friendly staff, met all of our needs."

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Our entire stay was exemplary!"

Berkshire Mountain Lodge

8/10 Good

"A convenient place to stay for Tanglewood events. Fully equipped kitchen, free laundry room and quiet. Sofa is uncomfortable."

Quality Inn Great Barrington

10/10 Excellent

"A nice little hotel. Friendly staff. Well-maintained. And the nice thing is the location - it's in downtown Great Barrington, so you can walk to restaurants and other attractions without having to get into your car. No more than 30 minutes from Tanglewood, Shakespeare and Co., and Jacob's Pillow. Also a 20-minute walk from a small lake and beach."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"I liked the balcony overlooking the lake"

The Whitlock

8/10 Good

"This is a very quaint hotel in a fantastic location. It is easy to walk to everything in Lenox and even Tanglewood from the hotel. Just be aware it is an uphill walk back from Tanglewood. The room was very spacious and bed very comfortable. Would definitely stay here again. If looking for any opportunities to improve, only thing I can come up with is a small frig in the room. Great place!"

The Yankee Inn

8/10 Good

"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."

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Top Stockbridge Hotel Reviews

Holiday Inn Club Vacations Oak 'n Spruce Resort