Search for Cheap Deals onHotels in Pittsfield
Choose from 1845 Pittsfield Hotel Deals
Comfort Inn Rutland - Killington
"building was two seperate buildings. rooms had been updated but building had creaky floors. ok for a night but would not recommend for long stays' breakfast was actually decent, better than many bargain hotels offer these days."
Reviewed on Oct 8, 2026
The Mountain Inn at Killington
"It is a old building which is why the floors creak. No AC but able to open the windows to let the cool mountain air in. Bathroom has a musty smell."
Reviewed on Oct 9, 2026
Woodstock Inn & Resort
Mountain Meadows Lodge
"This place is awesome, Clean, beautiful, great location, great staff, super breakfast."
Reviewed on Oct 9, 2026
The Jackson
Emrose Luxury Cabins
"The room had an overpowering smell of cleaning products, and the only ventilation was a small bathroom window, so there was no real way to air it out. The property sits right off the highway, and traffic noise carried through the night, which made it hard to sleep. The space felt like it was put ..."
Reviewed on Oct 8, 2026
On The River Inn
"Very accommodating and helpful staff. Rooms were clean but missing amenities. No coffee. No glasses for water. Possibly an oversight"
Reviewed on Oct 7, 2026
Mountain Sports Inn
"Great location, friendly staff"
Reviewed on Oct 9, 2026
My Place Hotel-Randolph VT
"The property was in a great location, very safe. Lots of parking however staff needed a little more training, no breakfast and because the hotel accepts pets our room did smell like wet dogs."
Reviewed on Oct 8, 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
"The room was large, clean, with fun ski pictures. I did pay more for a room with a deck. However, there wasn’t a door to do outside and the deck wasn’t made to sit out on, more for curb appeal. We did appreciate the breakfast restaurant being on our same floor, and the food was very good."
Reviewed on Oct 8, 2026
The Shire Woodstock
"No heater or couldn't find it. Front door needs adjusted in the jamb area, couldn't push it hard enough to get it into a locked position but other than that it was good"
Reviewed on Oct 7, 2026
Turn of River Lodge
"Cleanliness, staff"
Reviewed on Oct 8, 2026
Find cheap hotels in Pittsfield
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