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Top Stockbridge Hotel Reviews
Berkshires Untold
8/10 Good
"We loved our stay and would return! The bar/lounge area is lovely and inviting. Super location to get to Lenox and Stockbridge. The rooms are motel style which isn't ideal and there are stairs/no elevator. Next time I would request an "even" room so as to not face the highway. Plentiful and easy parking."
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."
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"We received a whole apartment with full kitchen, 2 baths, a spacious living room and deck for the price of a hotel room. All resort staff were extra special friendly and accommodating. We were visiting friends in Lee, so had little time to participate in Oak n Spruce's programs. Definitely will return and stay longer!"
Vacation Village in the Berkshires
8/10 Good
"Price - quality =awesome"
The Whitlock
8/10 Good
"The Whitlock is a lovely old inn, located right in the heart of Lenox and walkable to everything in town. The staff is also lovely. Our room was spacious and well layed out. [but for an ADA compliant walk in shower, you need more than grab bars - a rubber matt in the shower is a necessity!!] However, for a hotel that calls itself hi-end, it fell far short of that mark. First and foremost, the email communications with both Hotels.com and the The Whitlock were like a Marx Brothers skit: We were first told the check in would be at the Constance down the street, not at the Whitlock. When I asked the off-shore "team" about that, I was told that the Whitlock was under new management and no longer had off-site check-in. The additional info we received with attached links also did not work - the response: it will work the day of check in!!?? [ps - they were not "live" links, just a series of numbers and letters] It's great to try and streamline operations, but those operations MUST work, and the responses from the team must make sense!!!"
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"NA"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"I had 2 rooms. 1 room (414) did not have a phone, the microwave didn't have power. The other room was fine. We didn't like that there was only 1 elevator working as we had to wait quite a while sometimes to go up or down. We understand that the hotel is undergoing renovations. Overall, we enjoyed our stay."
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
10/10 Excellent
"My stay at Diane’s bed and breakfast was absolutely wonderful. Diane herself is incredibly warm, welcoming, and genuinely informative — she made the entire experience feel personal and cared for. The room was quaint, cozy, and charming in that classic New England way, with comfortable beds, plenty of towels, and a generous selection of bath amenities that made settling in effortless. Breakfast was a standout: a truly amazing cook‑to‑order meal that felt both homemade and high‑end. Every dish was fresh, delicious, and clearly prepared with pride. Parking was plentiful and convenient, making arrival and departure stress‑free. Overall, this B&B is a gem — comfortable, inviting, and thoughtfully run. I’d happily return and recommend it to anyone looking for a relaxing stay."