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.
Top Chatham Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sundowner on Lake George
Price was CA $2,102, price is now CA $1,845 per person
CA $1,845
per person
Jul 20 - Jul 24
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
7.6/10 Good! (247 reviews)
The place was nice and clean with plenty of room for 2 couples
Reviewed on Mar 1, 2026
Chatham Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from May 24 to May 25
CA $120
CA $165 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (926 reviews)
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on May 4, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from May 12 to May 13
CA $133
CA $148 total
May 12 - May 13
includes taxes & fees
9/10 Wonderful! (932 reviews)
Easy, comfortable and convenient; rooms and public spaces are nice, modern and stylish updates of modest 60s/70s original motel facilities.
Reviewed on May 6, 2026
Country Inn & Suites by Radisson, Downtown Albany New York
300 Broadway Albany NY
Fully refundable
The price is CA $128 per night from May 31 to Jun 1
CA $128
CA $146 total
May 31 - Jun 1
includes taxes & fees
8/10 Very Good! (622 reviews)
Walls are paper thin - bed is hard - killed a bug on the floor. Close proximity to capital buildings was a plus
Reviewed on May 8, 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.
