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Choose from 1871 Hillsdale Hotel Deals
Berkshire Mountain Lodge
"The room was very clean and organize. Very spacious accommodations with a king size bed, big bathroom and a full kitchen."
Reviewed on Sep 6, 2026
The Yankee Inn
FairBridge Inn Express
"We checked out within 5 minutes. They had smashed windows. The condition of the room was awful but the smashed windows of the hotel caused a safety concern that shadowed the lack of cleanliness"
Reviewed on Sep 6, 2026
Berkshires Untold
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
"It’s as beautiful as described online. We love the views and all the stuff provided, even though it’s a very compact cabin setting. Every thing is good. Only one thing scared me is some ants and small insects suddenly came out from no where. Outside has mosquitoes. But if you remember it’s in a nature ..."
Reviewed on Sep 5, 2026
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Red Lion Inn
Quality Inn Great Barrington
Pocketbook Hotel and Bath
"Very sleek minimalist design, but they haven’t quite gotten their act together as it appears to be a new property. Staff doesn’t know how things such as a tv work. Another example: a washroom without soap or a hand towel. Lovely potential, but duh."
Reviewed on Sep 6, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
Howard Johnson by Wyndham Saugerties
"One of the worst hotel/motel experiences of my life. This is the kind of place you stay at because you’re traveling to or from somewhere and it’s just off the highway. I paid $300 for a dark, dingy room with an empty shower gel/soap canister in the shower, toilet paper stuffed into the door eye hole ..."
Reviewed on Sep 7, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
"Excellent staff and excellent Indian restaurant!!! Hotel a little dated, but beds were comfortable and staff was great!"
Reviewed on Sep 6, 2026
Find cheap hotels in Hillsdale
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