Chatham Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Chatham
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is 3.200.582 ₫ per night from 21 Jun to 22 Jun
3.200.582 ₫
4.162.882 ₫ total
21 Jun - 22 Jun
includes taxes & fees
9/10 Wonderful! (960 reviews)
"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"
Reviewed on 28 May 2026
Country Inn & Suites by Radisson, Downtown Albany New York
300 Broadway Albany NY
Fully refundable
The price is 2.609.986 ₫ per night from 7 Jun to 8 Jun
2.609.986 ₫
2.988.435 ₫ total
7 Jun - 8 Jun
includes taxes & fees
8/10 Very Good! (670 reviews)
"I had the King suite and it was very roomy and comfortable for an extended stay. The bed was very comfortable and housekeeping made up the room daily. The breakfast was minimal but filling. Staff interactions were pleasant and everyone was helpful with suggestions for places to eat in the local area. ..."
Reviewed on 31 May 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is 3.270.602 ₫ per night from 21 Jun to 22 Jun
3.270.602 ₫
3.941.916 ₫ total
21 Jun - 22 Jun
includes taxes & fees
8.8/10 Excellent! (2,386 reviews)
"I can't say enough about this property. The rooms (our two bedroom suite was actually two conjoined rooms) were bigger and better appointed than advertised. The staff was friendly, helpful and the service was prompt. Everything was included for a family stay including coffee and coffee maker, pots ..."
Reviewed on 31 May 2026
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.
Popular places to visit
The Mac-Haydn Theatre
You can make plans for a show at The Mac-Haydn Theatre during your trip to Chatham. Stroll along this trendy area's riverfront or simply enjoy its cafes.
