Chatham Holidays from NZ$694

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The Latest Chatham Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sea Shell Motel
White Elephant Hotel
An English Garden Bed & Breakfast
By the Sea Guests Bed & Breakfast & Suites
Life House, Nantucket

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$712 per night from 26 Feb to 27 Feb
NZ$712
includes taxes & fees
26 Feb - 27 Feb
9/10 Wonderful! (744 reviews)
"We loved our weekend getaway to the Chatham Bars Inn! What a beautiful place, and they keep it warm and cozy in the winter. The food, drinks, and fireplaces were all wonderful. Highly recommend!"

Reviewed on 7 Feb. 2025

Chatham Bars Inn
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
The price is NZ$407 per night from 23 Feb to 24 Feb
NZ$407
includes taxes & fees
23 Feb - 24 Feb
9.2/10 Wonderful! (467 reviews)
"Great property and wonderful staff!"

Reviewed on 17 Feb. 2025

Chatham Wayside Inn
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
The price is NZ$714 per night from 28 Feb to 1 Mar
NZ$714
includes taxes & fees
28 Feb - 1 Mar
9.4/10 Exceptional! (58 reviews)
Stay at lucky #7
"Beautiful home! Check in was easy. I had a quick question and the host answered very promptly and was super nice ! House was very clean and the electric fireplace was a plus! We will definitely stay here again!"

Reviewed on 26 Jan. 2025

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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?
Offering excellent value package deals from NZ$694 on Expedia, you’ll be pleasantly surprised at how much a holiday to Chatham costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chatham?
January, February and March are great times to search for cheap Chatham holiday packages. Choosing to travel in quieter periods means you’ll typically find better prices on accommodation and flights.
How many days is enough for Chatham?
We’d recommend booking a Chatham holiday for a minimum of 3 days. This gives you time to tick off top attractions including Chatham Drama Guild and Monomoy National Wildlife Refuge, and also explore neighbourhoods like South Chatham and South Harwich. You could even squeeze in one or two day trips beyond Chatham.
Is it worth booking a holiday package to Chatham?
Chatham has everything you need for a wonderful escape. Begin your Chatham holiday on a high note by checking out top attractions like Ridgevale Beach.
How to find the best Chatham package deals?
Start your search for a Chatham package deal by entering your destination and preferred trip dates under our “Packages” tab. Then add a few filters, like “Popular locations” and “Amenities,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with big savings. If you don’t find the ideal Chatham package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chatham escape underway.
Is it cheaper to book a Chatham holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays individually. Better still, you can tailor your Chatham trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Chatham?
If you’re planning a spur-of-the-moment Chatham adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Chatham?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Chatham.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Chatham.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Chatham. Then, estimate how long you’ll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised Chatham holiday package.

Discover the most popular places to visit in Chatham

What to do in Chatham

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