Book Hotels in Chatham, NY
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Top Chatham hotels

Postcard Cabins Eastern Catskills
Reviewed on Sep 30, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Reviewed on Sep 28, 2025

Berkshires Untold
Reviewed on Oct 3, 2025

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Reviewed on Oct 4, 2025

Berkshire Mountain Lodge
Reviewed on Sep 30, 2025

The Red Lion Inn
Reviewed on Sep 30, 2025

Vacation Village in the Berkshires
Reviewed on Oct 4, 2025

Comfort Inn & Suites East Greenbush - Albany
Reviewed on Oct 3, 2025

Comfort Inn Glenmont - Albany South
Reviewed on Sep 30, 2025
Chatham Hotel & Travel Guide\n
There isn't a big range of places to stay within easy driving distance of Chatham's center. Be sure to book well in advance if you'd like to stay close to Chatham's action.
The Inn At Richmond, Massachusetts, which is the nearest hotel, is 11 miles (18 kilometers) from the heart of downtown Chatham. A second handy Travelocity-listed option is the Wyndham Bentley Brook, which is situated in Massachusetts, 20 miles (33 kilometers) from the center of Chatham.
The Stockbridge Country Inn is 12 miles (19 kilometers) from the center of Chatham. Also, the Fairfield Inn and Suites by Marriott Lenox Great Barrington is situated 14 miles (23 kilometers) away. You might like to check in to the Holiday Inn Express Hotel & Suites Great Barrington or the Jiminy Peak Mountain Resort.
After you've thoroughly explored Chatham, why don't you discover a little more of the region? The Hudson Valley vicinity boasts plenty of things to check out. Explore Hudson Valley's historic bridges and don't forget to fall in love with the area's rivers. Enlightened travelers in this corner of United States of America enjoy rock climbing and hiking.
On the hunt for things to do? You could spend a few hours seeing Marist College and Culinary Institute of America, which can be found in Poughkeepsie, 50 miles (77 kilometers) southwest of Chatham. When you visit Poughkeepsie, be sure to check out the Buttermilk Falls Inn and Residence Inn by Marriott Poughkeepsie. 35 miles (58 kilometers) southwest of Chatham, you will reach Kingston, home to the Best Western Plus Kingston Hotel And Conference Center and Hampton Inn Kingston. The El Paso Winery and Old Dutch Church are popular places to experience when in Kingston.
Prior to departing from Hudson Valley, you sure ensure you enjoy enthusiastic locals watching an exciting game of sport. Make your way to Times Union Center, located to the northwest of Chatham. For tourists who like the thought of staying close to the game, book a room in the Hilton Albany or TownePlace Suites by Marriott Albany Downtown/Medical Center.
When you are traveling through Albany International Airport and hope to book a room in the area, have a look at Albany Marriott or Homewood Suites by Hilton Albany.
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Vacation Village in the Berkshires
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