Search for Cheap Deals onHotels in Pittsfield
Choose from 1369 Pittsfield Hotel Deals
Berkshire Mountain Lodge
Hotel On North
Awesome boutique rooms!
Reviewed on Apr 21, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Staff was nice. Room was clean. Parking lot was under construction. Had to park offsite. Wasn't a total inconvenience. One elevator was broken and the wait time was long each time we were trying to use.
Reviewed on Apr 19, 2026
Best Western Plus Berkshire Hills Inn & Suites
Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant.
Reviewed on Apr 23, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!
Reviewed on Apr 21, 2026
Berkshire Inn
Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax.
Reviewed on Apr 25, 2026
Hilton Garden Inn Lenox Pittsfield
Room was not clean. Potato chip crumbs on the floor. I wiped water off the bathroom floor and it was black on the white washcloth.
Reviewed on Apr 12, 2026
The Central Downtown Inn & Suites
The place is wonderful, clean, quiet, convenient to everything and can be recommended to a family and small group. The staff is accomodating.
Reviewed on Apr 14, 2026
Berkshires Untold
The rooms also have a refrigerator. Everyone and everything was excellent! Very relaxing atmosphere and lots of outdoor seating and fire pits.
Reviewed on Apr 25, 2026
Vacation Village in the Berkshires
Staff went out of their way to help us with everything we needed. They even fixed the fireplace even though it wasn’t immediately necessary! Great stay, wonderful experience!
Reviewed on Apr 24, 2026
The Red Lion Inn
Quality Inn Great Barrington
Very friendly staff and conviently located
Reviewed on Apr 23, 2026
Find cheap hotels in Pittsfield
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