Chatham Holidays

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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$478 per night from 2 Dec to 3 Dec
NZ$478
includes taxes & fees
2 Dec - 3 Dec
9/10 Wonderful! (728 reviews)
"Location, service, food, and amenities are all top notch. The complimentary limo service needs extra mention as it was impeccable: brand new cars, local drivers, fast and reliable. Made for a very enjoyable stay. Thanks"

Reviewed on 2 Nov. 2024

Chatham Bars Inn
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
The price is NZ$455 per night from 24 Nov to 25 Nov
NZ$455
includes taxes & fees
24 Nov - 25 Nov
9.2/10 Wonderful! (451 reviews)
"Excellent, convenient location"

Reviewed on 19 Nov. 2024

Chatham Wayside Inn
Chatham Seafarer Inn
Chatham Seafarer Inn
3.5 out of 5
2079 Main St, Chatham, MA
9/10 Wonderful! (284 reviews)
"I really liked my stay at the Seafarer! Such a cute spot and the people were super nice. I was in town visiting family, so my room was the perfect convenience with a cute little spot to sit outside my room and sip coffee in the morning and watch the world go by. The bed was comfortable, and it was ..."

Reviewed on 7 Oct. 2024

Get rates
Chatham Seafarer Inn
See all 4,684 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.

Frequently asked questions

How much does a Chatham holiday package cost?
Discover the best of Chatham from as little as . Choose from a great selection of flights, rental cars and hotels to suit every style and budget. You can pick up even more discounts when you add some sightseeing activities to your holiday package.
How do I get a cheap travel package to Chatham?
Booking a flight and hotel together with Expedia won’t just save you time — it’ll save you a tidy sum too. A Chatham holiday package makes it a cinch to organise your dream adventure. With more than 550 airlines all over the world to select from, finding convenient flights that suit your schedule won’t be hard. In addition to that, we have over 1 000 000 hotels globally to select from. Now that’s choice! No matter who you are, Expedia will help show you the world.
Where should I stay in Chatham?
Close to the action. Many visitors like to book hotels in the vicinity of popular attractions, such as Chatham Lighthouse, Chatham Lighthouse Beach and Chatham Fish Pier.
What are the top hotels in Chatham?
Book a room at Cute Clapboard Cottage On The Hill Off Stage Island Road. It’s one of the area’s most in-demand properties. Another well-known option in Chatham is Colourful Clapboard Cottage Perfect For 2.
How far in advance should I book my Chatham holiday?
It all depends on the air carrier, but you can generally compare international fares on Expedia up to 12 months in advance. While it’s a good idea to book ahead of time, lucky customers occasionally nab a cheaper flight only weeks before their intended journey.
What does an Expedia Chatham travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your ideal Chatham travel package. Once you’ve made your booking, you can add on fun stuff like tours and experiences. Remember — the more you bundle, the greater the savings!
Can I choose my airline with a Chatham Expedia holiday package?
You sure can. Expedia has access to more than 550 partner airlines all over the world, so select the carrier that fits your travel needs.
If I'm not able to travel, can I cancel my Chatham holiday package?
Don’t stress if you’re rethinking your Chatham holiday package — you can cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Chatham

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

Veterans Field

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

Veterans Field

What to do in Chatham

Private Professional Vacation Photoshoot in Cape Cod

Private Professional Vacation Photoshoot in Cape Cod

NZ$1,816
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.