Book Hotels in Chatham, NY
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Top Chatham hotels
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
"This was my first time renting one of the cabins and my experience was the best thank you for making this experience possible"
Reviewed on May 26, 2026
The Yankee Inn
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Reviewed on May 26, 2026
Berkshire Mountain Lodge
"The room was clean and comfortable, the staff was friendly and helpful..only negative is that the furniture in the room is in serious need of replacement… veneers on end tables lifting, upholstered kitchen chairs all had rips…"
Reviewed on May 27, 2026
Berkshires Untold
"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional ..."
Reviewed on May 27, 2026
Vacation Village in the Berkshires
"Clean room great check in process smooth easy going. Jacuzzi was great, very cleaned!"
Reviewed on May 27, 2026
The Red Lion Inn
"I was confused by the lights. Sometimes I could turn on just those I needed and other times I had to push a wall button and all the lights came on and I couldn't choose just the ones I needed."
Reviewed on May 27, 2026
Comfort Inn & Suites East Greenbush - Albany
"The rooms were clean and spacious. Staff was friendly and helpful. I would definitely stay here again!"
Reviewed on May 25, 2026
Country Inn & Suites by Radisson, Downtown Albany New York
"This was a perfect place for our one night stay to catch an early train into NYC. Very convenient location and room was very clean and comfortable!"
Reviewed on May 27, 2026
Comfort Inn Glenmont - Albany South
"Arrival and checking went flawless. Very little was lost in translation with front desk and staff. The young lady that was taking care of breakfast was very helpful and friendly. Breakfast was very good and had a variety of selections. Parking went flawless and I felt very safe on the property. Just ..."
Reviewed on May 26, 2026
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.
Frequently asked questions
Recent Chatham hotel reviews by fellow wanderers
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
"We arrived after hours and had a pleasant check in experience with security. We had a presidental room that had two kings and a kitchen plus a large living room for the kids to play. The room was clean and the overall property was clean and in good condition. The room also had a nice patio that overlooked the train tracks and was relaxing. Overall, the room was quiet and it was a great spot to reset. We took advantage of the on-site activities and gameroom. The kids enjoyed the playground behind the game room. We would recommend and stay again!"
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