Chatham Holidays

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Top Flight + Hotel Deals in Chatham

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
The Whitney Hotel
The Langham, Boston
Eurostars The Boxer
The Colonnade Hotel Back Bay

Chatham Beach Holiday

There's nothing that can beat a Chatham holiday. Whether you're indulging in fancy cocktails at a local hot spot or flipping through a book by the shore, your trip to Chatham is the perfect time to live out your beachy dreams. Many travellers will tell you to stay near Ridgevale Beach, located just 3 kilometres from the town centre. However, you'll also find a fantastic range of Chatham holiday packages close to Hardings Beach and Cockle Cove Beach, two other well-loved nearby options.

Top hotels in Chatham

Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
9.2/10 Wonderful! (589 reviews)
Yes

Reviewed on 10 Nov 2025

Chatham Wayside Inn
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
The price is €270 per night from 19 Nov to 20 Nov
€270
19 Nov - 20 Nov
includes taxes & fees
9.2/10 Wonderful! (794 reviews)
Great accommodation and staff.

Reviewed on 8 Nov 2025

Chatham Bars Inn
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
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 15 Oct 2025

Surfside Inn Chatham
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.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.