Search for Cheap Deals onHotels in Pittsfield
Choose from 1357 Pittsfield Hotel Deals
Berkshire Mountain Lodge
Great trip for family with teens. Really enjoyed the property and the room we had. Good location to the mountain and shopping.
Reviewed on Mar 14, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The hotel is surrounded by construction. We managed to get one of the 10? parking spots in front of the hotel. 2 of the 3 elevators weren't working. The room was clean and comfortable.
Reviewed on Mar 14, 2026
Hotel On North
Great hotel. Great location. Rooms are very spacious. Staff is always friendly and helpful, especially Andrew at the front desk. A breakfast venue on premises would be a nice addition.
Reviewed on Mar 13, 2026
Best Western Plus Berkshire Hills Inn & Suites
My room smelt like mold. The hotel was very clean staff were very nice. The beds were not comfortable .
Reviewed on Mar 5, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger.
Reviewed on Mar 14, 2026
Hilton Garden Inn Lenox Pittsfield
Hotel was busy staff was attentive. Great overnight stay. will be back.
Reviewed on Mar 9, 2026
Berkshire Inn
The Central Downtown Inn & Suites
Did not send check-in info via text, when I called they said they sent but never and resent, then gave me the wrong room. I booked double bed but got 1 king bed said double bed booking is not guaranteed and the rooms are sold out. However the worse part is the room is full of smoke smell so badly ...
Reviewed on Feb 21, 2026
Vacation Village in the Berkshires
Clean. Staff was great. Easy commute to mountain.
Reviewed on Mar 13, 2026
Hotel Downstreet, an Ascend Collection Hotel
For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options.
Reviewed on Mar 5, 2026
The Williams Inn
Amazing place to stay.
Reviewed on Mar 14, 2026
Berkshires Untold
Clean room. Unique decor. Comfortable.
Reviewed on Mar 14, 2026
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