Chatham Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Chatham Holiday

Our pick of the best Chatham Hotel Deals

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is NZ$709 per night from 14 Dec to 15 Dec
NZ$709
14 Dec - 15 Dec
includes taxes & fees
9.2/10 Wonderful! (795 reviews)
Great accommodation and staff.

Reviewed on 8 Nov 2025

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (595 reviews)
It was a fabulous stay I wish we had had more than one night! The room was super clean and spacious and the beds very comfortable. Obviously a great location close to everything. Very friendly staff as well. Will stay at the Wayside Inn again for sure.

Reviewed on 29 Nov 2025

Get rates
Chatham Wayside 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

Get rates
Surfside Inn Chatham
See all 4,782 properties in 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.

Discover the most popular places to visit in Chatham

Veterans Field

Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.

Veterans Field

Monomoy National Wildlife Refuge

Explore the great outdoors at Monomoy National Wildlife Refuge, a lovely green space in Chatham. Amble around this trendy area's beautiful beaches and enjoy its seafood restaurants.

Monomoy National Wildlife Refuge

Caleb Nickerson House

You can spend an afternoon exploring the galleries in Caleb Nickerson House during your travels in Chatham. Amble around this family-friendly area's beautiful beaches and enjoy its seafood restaurants.

Caleb Nickerson House

What to do in Chatham

Private Professional Vacation Photoshoot in Cape Cod

Private Professional Vacation Photoshoot in Cape Cod

NZ$2,053
per adult
Private Professional Vacation Photoshoot in Cape Cod
See all activities in Chatham
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.