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Choose from 1833 Pittsfield Hotel Deals
Killington Mountain Lodge, Tapestry Collection by Hilton
"Very nice bed with comfortable mattress"
Reviewed on Jun 9, 2026
Woodstock Inn & Resort
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
Reviewed on May 22, 2026
My Place Hotel-Randolph VT
"The room was great. Plenty of space, full size fridge with microwave and toaster. Everything was better than expected."
Reviewed on Jun 5, 2026
The Mountain Inn at Killington
"Very friendly staff clean room great location and the pool was the best!"
Reviewed on Jun 8, 2026
The Shire Woodstock
"It was a very comfortable and nice place to stay with a lot of things within walking distance and having it next to the river was fun. They also have bonfires that you can sit by at night. It was a wonderful day."
Reviewed on Jun 10, 2026
On The River Inn
"Great stay. Beautiful location"
Reviewed on Jun 6, 2026
Comfort Inn Rutland - Killington
"Horrible dinghy place. Hot tub not working. Room I requested not available."
Reviewed on Jun 3, 2026
Hampton Inn Rutland
"Overall, it was a good experience. The room was clean and the bed fairly comfortable. Good breakfast and friendly staff. The location is good and there is plenty of parking."
Reviewed on Jun 7, 2026
Days Inn by Wyndham Rutland/Killington Area
"Could be cleaners in the room. Found hair all over the bathroom."
Reviewed on Jun 9, 2026
Brandon Inn
"Spacious comfortable family suite. Convenient location, clean beautiful inn, great customer service."
Reviewed on May 31, 2026
Mountain Meadows Lodge
"Awesome place to stay away from all chaos! The amenities are great but Victoria and Mike are who really made our stay a pleasure. If you’re looking for a laid back but somewhat luxurious place to unwind, this is it!"
Reviewed on Jun 8, 2026
Sleep Woodstock Motel
"As a dog owner, this was the perfect stay. It is so convenient to have your car right there. The AC worked VERY well and the room was tidy, beautiful, and well kept. Everything worked great and appreciated the coffee in the morning! Just note you may not have great cell service, so knowing your room ..."
Reviewed on Jun 10, 2026
Find cheap hotels in Pittsfield
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