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Choose from 1622 Chatham Hotel Deals

Vacation Village in the Berkshires
"The pool and electricity was shutdown for most of our stay which was a huge disappointment as we were staying there for our daughters 9th birthday"
Reviewed on Nov 2, 2026

Country Inn & Suites by Radisson, Downtown Albany New York
"Good sized room, very clean, and close walking distance to downtown. I had a great stay. :)"
Reviewed on Nov 2, 2026

Berkshire Mountain Lodge
"Charged me a resort fee for amenities that were not even available because they were all broken and not usable."
Reviewed on Nov 2, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Comfort Inn Glenmont - Albany South

The Yankee Inn

Quality Inn Great Barrington
"This motel was exactly what we were looking for during our short stay. It was clean comfortable and easy to access. The bathroom toilet flushing mechanism was a bit slow/occasionally needed two flushes. There are train tracks behind the building and there is a train that will come by at night that ..."
Reviewed on Nov 1, 2026

Pocketbook Hotel and Bath
"not worth the price!"
Reviewed on Nov 2, 2026

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Berkshires Untold

The Red Lion Inn
"Beautiful and historic ! Dinner was delicious!"
Reviewed on Nov 2, 2026

Hotel On North
Find cheap hotels in Chatham
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Frequently Asked Questions About Chatham hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Chatham?
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