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Chatham Holiday Packages

Windmill in the mist from the beach on Pleasant Bay, Chatham
Lighthouse Beach, Chatham
Chatham Holiday Packages
Want to book a holiday to Chatham? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Chatham holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Chatham on TripAdvisor by comparing Chatham hotel and flight prices. Travellers like you have written 7,349 reviews and posted 1,340 candid photos for Chatham hotels. Book your Chatham holiday today!
Or build your own Chatham holiday package
Chatham Inn At 359 Main
#1 Hotel in Chatham
Chatham Inn At 359 Main
I've wanting to take my wife to Cape Cod for 20 years. Never seemed to be able to work it out so, we were planning a visit to Boston and New York around Christmas and I figured...
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Pleasant Bay Village
#2 Hotel in Chatham
Pleasant Bay Village
Great location close to downtown Chatham but away from all the foot traffic, room was clean and nicely decorated with plenty of space for my husband and I and even a private...
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The Chatham Motel
#3 Hotel in Chatham
The Chatham Motel
I stayed at the motel early October. We were warmly welcomed by the owners. The rooms are quite basic but everything is really clean and well maintained! Of course it is Cape...
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Cheap Flights to Chatham
All Washington to Hyannis (WAS-HYA) fares found by travellers in the past 72 hours*
Feb
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Mar
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Apr
US$362 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.