Find hotels in Chatham, NY from 2.398.856 ₫
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Top 10 Chatham hotels and places to stay
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
9.0 out of 10, Wonderful, (1002)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
Elisabeth
The price is 2.668.745 ₫
2.980.989 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Yankee, Trademark Collection by Wyndham
Lenox
9.2 out of 10, Wonderful, (1000)
"Great stay!"
Ann
The price is 2.353.612 ₫
2.629.189 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Vacation Village in the Berkshires
Williamstown
8.8 out of 10, Excellent, (2163)
"We booked 2 rooms. Staff was friendly, rooms clean. "
Jutta
The price is 2.150.243 ₫
2.691.133 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn & Suites East Greenbush - Albany
Castleton-on-Hudson
8.4 out of 10, Very good, (1003)
"Room was spotless, staff very friendly."
amber
The price is 2.519.485 ₫
2.796.628 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Berkshires Untold
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
Vincent
The price is 2.891.501 ₫
3.229.806 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very good, (979)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is 2.444.777 ₫
2.730.815 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Chatham
This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.
More cheap stays in Chatham
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
The price is 2.519.485 ₫ per night from 4 Jan to 5 Jan
2.519.485 ₫
2.796.628 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Hotels in Chatham with star rating
4 Star Hotels
12 properties
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Accommodation near Chatham attractions
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Tanglewood Music Center
- Hotels near Ski Butternut
- Hotels near Catamount Ski Area
- Hotels near Hudson River
- Hotels near Bousquet Ski Area
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near The Mount
- Hotels near Mahaiwe Performing Arts Center
- Hotels near Naumkeag Museum
- Hotels near Colonial Theater
- Hotels near Hudson Opera House
- Hotels near Hancock Shaker Village
- Hotels near Goose Pond Reservation
- Hotels near Martin Van Buren National Historic Site
- Hotels near Berkshire Botanical Garden
Hotels near Chatham Airports
Hotels Near Chatham, New York
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- Rensselaer Hotels
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- Copake Hotels
- Red Hook Hotels
- South Lee Hotels
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