Search for Cheap Deals onHotels in Hillsdale
Choose from 1875 Hillsdale Hotel Deals
The Yankee Inn
Quality Inn Great Barrington
"Great experience. Friendly staff. Easy walk to town."
Reviewed on Jul 18, 2026
Berkshire Mountain Lodge
"Very good value if you can find a deal. Large rooms and clean but a bit rough around edges. Also some minor maintence issues. I would stay again if price was right. kitchen well equipped and bed comfortable. Not much in way of outdoor amenities- no real place for a walk but a few chairs spread around. ..."
Reviewed on Jul 18, 2026
Berkshires Untold
"A little gem of a hotel! Super cute room with comfortable bed. Cool lobby that you just want to hang out in. Great food and lovely outdoor seating. Highly recommend!"
Reviewed on Jul 16, 2026
The Red Lion Inn
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
"Staff incredible and answers you very fast and quick with 100% customer care priority number one"
Reviewed on Jul 19, 2026
FairBridge Inn Express
"Absolutely disgusting rooms! Filled with dirt, bugs, and suspicious stains"
Reviewed on Jul 16, 2026
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel
"It’s best to have a lakeside room, as sitting in the little porch can be quite peaceful. We met a new friend from England as a result. Also, breakfast is included, which was not made clear."
Reviewed on Jul 18, 2026
Pocketbook Hotel and Bath
"I'm house-hunting in Hudson, so my wife and I have stayed in a few other hotels and B&Bs there. However, one night in Pocketbook and I'll definitely continue booking there. I don't understand the complaints about the noise or rude staff, becauee we experienced the exact opposite. The staff were warm ..."
Reviewed on Jul 12, 2026
Quality Inn Lee - Lenox South
"This place is perfect for the 1 night quick stay…it’s close to the highway, but its breakfast is awful."
Reviewed on Jul 14, 2026
Howard Johnson by Wyndham Saugerties
Find cheap hotels in Hillsdale
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