Chatham Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Chatham Vacation Packages
Chatham Hotel Deals
Chatham Wayside Inn
512 Main St, Chatham, MA
9.2/10 Wonderful! (583 reviews)
Everything about it was great...from the checkin to the room and comfort of it to the breakfast the next morning.
Reviewed on Nov 2, 2025
Chatham Bars Inn
297 Shore Rd, Chatham, MA
The price is ₩376,620 per night from Nov 13 to Nov 14
₩376,620
₩452,594 total
Nov 13 - Nov 14
includes taxes & fees
9/10 Wonderful! (792 reviews)
Excellent experience all around Gorgeous location and beautiful hotel Lively lobby
Reviewed on Oct 13, 2025
Surfside Inn Chatham
25 Holway St, Chatham, MA
8/10 Very Good! (159 reviews)
This is a beautiful property very centrally located. I highly recommend the surfside inn.
Reviewed on Oct 15, 2025
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.
Discover the most popular places to visit in Chatham
Veterans Field
Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
