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New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

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 7,299 reviews and posted 1,332 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
We had a great all-around experience staying at this property during the Thanksgiving weekend. Room was cozy and clean, staff were highly professional and courteous, and the food...
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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
“Cape cod” 02/12/2016
What a beautiful place. The room is spacious and clean. The price was reasonable. The lady at the front desk, I asked her for some recommendations for sights and food, she gave...
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2. Find the right flight
Cheap Flights to Chatham
All Washington to Hyannis (WAS-HYA) fares found by travellers in the past 72 hours*
Dec
US$ 974 round trip
Jan
US$ 276 round trip
Feb
find price 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.