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Vacation Village in the Berkshires
No frills stay with a kitchen and dishwasher (make sure your room has one— some do not!!!). Location is across the street from Jiminy Peak, so skiing can be accomplished almost as easy as staying on their property. This is our fourth time staying and it always serves its purpose.
Reviewed on Dec 30, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Staff was very pleasant and friendly. From front desk to valet.
Reviewed on Jan 1, 2026
The Yankee, Trademark Collection by Wyndham
All of the above!
Reviewed on Jan 3, 2026
Berkshire Mountain Lodge
The hotel was clean all over and the rooms were spacious and clean. Pool was nice. We loved the outdoor hot tub.
Reviewed on Jan 2, 2026
Berkshires Untold
This is a nice, upscale version of a motel with a club room at front. The front of the house is understaffed, with the front desk checking people in, acting as bartender, waiter and food runner. Fortunately (unfortunately), not many people to wait on. The kitchen suffers from a lack of customers ...
Reviewed on Jan 5, 2026
Hotel Northampton
Cute old hotel, room was small
Reviewed on Jan 4, 2026
The Red Lion Inn
Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!
Reviewed on Dec 26, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
We had an awesome day didnt struggle with anything everything was clean in my room pools are the most cleaned ive ever seen staffs were awesome as well
Reviewed on Jan 4, 2026
Huttopia Berkshires
Healthy food too!
Reviewed on Oct 20, 2025
The Ellery
We stay here a few times a year and always feel welcome by the kind staff. The rooms are comfortable and clean. Breakfast is lovely.
Reviewed on Jan 1, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
It’s a nice stop. Real level 2 EV chargers are what gets me there - amazing how hard that is to get right. It’s a bonus that it is a nice place to stay. Also appreciate real hard boiled eggs vs. whatever passes for eggs at chain hotels
Reviewed on Jan 3, 2026
Hampton Inn & Suites Berkshires-Lenox
Room is clean and staffs are welcoming
Reviewed on Jan 5, 2026
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- Hotels near Skyline Trail
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