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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 vacation to Chatham? Whether you are off for a romantic vacation, family trip, or an all-inclusive holiday, Chatham vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Chatham on TripAdvisor by comparing Chatham hotel and flight prices. Travelers like you have written 8,502 reviews and posted 1,845 candid photos for Chatham hotels. Book your Chatham vacation today!
Or build your own Chatham holiday package
Chatham Inn At 359 Main
#1 Hotel in Chatham
Chatham Inn At 359 Main
Spent a lovely evening celebrating our anniversary. Lyn Francis is an Innkeeper Extraordinaire! Everything, and I mean everything, was superb - from the sumptuous bath amenities...
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Pleasant Bay Village
#2 Hotel in Chatham
Pleasant Bay Village
Here for a wedding weekend. Resort is lovely. Rooms could use some minor updates. Wall paper peeling in bathroom. Room itself was spacious and clean. Some leaves has blown in but...
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The Chatham Motel
#3 Hotel in Chatham
The Chatham Motel
We made this our headquarters while spending two days in Chatham visiting the outer Cape. The room was large, clean, and comfortable and located in a quiet neighborhood outside of...
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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.