Chatham Vacation Packages
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Your Chatham Vacation
The adventure-packed city of Chatham is calling. Delve into everything from its highlights to its hidden gems with a Chatham vacation package that's customized to you. Any trip to Chatham needs a well-planned itinerary. Fill yours with attractions like Martin Van Buren National Historic Site, Art Omi International Arts Center - Fields Sculpture Park and The Mac-Haydn Theatre. Browse Expedia's wide range of travel options and start organizing your ideal vacation to Chatham today.
Chatham Hotel Deals
Country Inn & Suites by Radisson, Downtown Albany New York
300 Broadway Albany NY
Fully refundable
The price is CA $159 per night from May 4 to May 5
CA $159
CA $182 total
May 4 - May 5
includes taxes & fees
8/10 Very Good! (594 reviews)
Nice and comfortable. Parking is not that great. Nice breakfast.
Reviewed on Apr 24, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 26 to May 27
CA $118
CA $163 total
May 26 - May 27
includes taxes & fees
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from May 25 to May 26
CA $123
CA $138 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (911 reviews)
The rooms also have a refrigerator. Everyone and everything was excellent! Very relaxing atmosphere and lots of outdoor seating and fire pits.
Reviewed on Apr 25, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
