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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 7,410 reviews and posted 1,343 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
My husband and I recently stayed at the Chatham Inn for the weekend. The staff was very welcoming and friendly. The room was cozy and clean. The breakfast was amazing! My husband...
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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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Chatham Bars Inn Resort and Spa
#3 Hotel in Chatham
Chatham Bars Inn Resort and Spa
A fabulous hotel, with superb service, and recently upgraded and well maintained. Now they ACTIVELY accept pets -- designating some rooms for pets, and some areas of the campus...
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Cheap Flights to Chatham
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†  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.