Search for Cheap Deals onHotels in Pittsfield
Choose from 1377 Pittsfield Hotel Deals
Berkshire Mountain Lodge
Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight.
Reviewed on Mar 31, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
OK, the hotel needs updating, but the staff was so friendly and helpful it didn't even matter. We parked our car, walked everywhere, 2 min to the Colonial theater! Insider tip, if you buy a breakfast tix from the front desk it's less $ than paying at the restaurant.
Reviewed on Mar 29, 2026
Hotel On North
What a lovely room and building. Really enjoyed this hotel. However, the neighborhood outside the hotel was very sketchy and clearly there is an issue with drug addiction in the area. I ate at the restaurant within the hotel and went to and from my car in the gated lot. I enjoyed many other towns ...
Reviewed on Apr 3, 2026
Best Western Plus Berkshire Hills Inn & Suites
Staff was very accommodating. Room was ok but toilet didn’t flush without the water constantly running. Shower gel, shampoo & condition bottles were all empty in the shower. Had to call for new ones.
Reviewed on Mar 24, 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
Great stay
Reviewed on Mar 30, 2026
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
Beds could be more updated
Reviewed on Apr 3, 2026
Hotel Downstreet, an Ascend Collection Hotel
Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ...
Reviewed on Mar 22, 2026
Berkshires Untold
this is a MOTEL. nothing indicates, in fact, photos are very misleading. Noisy if you are in front on busy highway. AND, allow pets...when asked for room in back, not facing noise, I almost gagged, ok, I did gag at the smell of furry animals that were guests in that room for sure! Fridge needed defrosting ...
Reviewed on Apr 3, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
this has been absolutely amazing and incredible for incredibly difficult time for our family because of family medical emergency. everyone has been so amazing and beautiful and healing for our loved ones and we are grateful to be close to then
Reviewed on Apr 1, 2026
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