Chatham Holidays
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Your Chatham Holiday
Let our holiday packages to Chatham inspire your next adventure. There's plenty to love about this amazing city, starting with the neighbourhood of Harwich Centre, which is good for golfing and festivals. Any trip to Chatham needs a well-crafted itinerary. Fill yours with famous sights like Bank Street Beach, Chatham Lighthouse and Chatham Lighthouse Beach. A few clicks is all it takes to craft the ideal Chatham holiday on Expedia.
Chatham Holiday
Chatham Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Nantucket Memorial Airport (ACK) |
Population | 1,400 |
Max Temp Winter | 4ºC |
Max Temp Summer | 21ºC |
Top Sights | Nauset Beach, West Dennis Beach and Skaket Beach |
Our pick of the best Chatham Hotel Deals
Chatham Bars Inn
297 Shore Rd Chatham MA
AU$679
25 Oct - 26 Oct
includes taxes & fees
Chatham Wayside Inn
512 Main St Chatham MA
AU$500
25 Oct - 26 Oct
includes taxes & fees
9.2/10 Wonderful! (738 reviews)
"Truthfully, I was underwhelmed. For almost $450 per night, I was expecting more. Our room was tiny. The first night, there was this constant drip outside our window that disturbed my husband’s sleep. He did tell the front desk the next morning and they did take care of it. No vending machine to grab ..."
Reviewed on 25 Sept 2026
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.
Stay near popular Chatham attractions
Chatham Lighthouse Beach
9.2/10 (46 reviews)
If a restful holiday is part of your travel plans, Chatham Lighthouse Beach might be the perfect place to visit during your trip to Chatham. Stroll along this trendy area's seaside or simply enjoy its seafood restaurants.
Chatham Lighthouse
9.4/10 (173 reviews)
This historic 1808 beacon stands sentinel over Cape Cod's treacherous waters, guiding mariners for generations. Join a free summer Wednesday tour to climb the 48-foot tower for panoramic Atlantic views.
Chatham Fish Pier
9.4/10 (107 reviews)
Watch local fishermen unload their daily catch while seals swim nearby at this authentic working waterfront. Savour fresh seafood from the on-site market while enjoying panoramic harbour views from the observation deck.
Chatham Windmill
9.2/10 (38 reviews)
This 1797 gristmill showcases Chatham's agricultural heritage with wooden gears and mechanisms. During summer "Corn Grinding Days," you can witness the historic mill transforming grain just as it did centuries ago.
Ridgevale Beach
9.6/10 (21 reviews)
Why not spend a care-free afternoon at Ridgevale Beach during your travels in Chatham? Stroll along this trendy area's seaside or simply enjoy its seafood restaurants.
Cockle Cove Beach
9.0/10 (28 reviews)
If a restful holiday is part of your travel plans, Cockle Cove Beach might be the perfect place to visit during your trip to Chatham. Stroll along this trendy area's seaside or simply enjoy its seafood restaurants.
Mayo House
8.0/10 (3 reviews)
Learn about the local history of Chatham with a stop at Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
Chatham Seaside Links
9.2/10 (20 reviews)
This historic nine-hole course challenges golfers with coastal winds and strategic play along the Atlantic. Enjoy the natural undulations and ocean views while navigating the traditional seaside links layout.
Frequently asked questions
How much does a Chatham holiday package cost?
Offering excellent value package deals 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?
- 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.
- 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.
- 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.
- 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.
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- Flights to Cape Cod
- Flights to Nantucket
- Flights to Provincetown
- Flights from Nantucket Memorial
- Southern Airways Express Boston (BNH) to Nantucket (ACK) flights
- Flights from Adelaide (ADL) to Nantucket (ACK)
- Flights from Albany (ALB) to Provincetown (PVC)
- Flights from Hartford (BDL) to Nantucket (ACK)
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- Flights from New York (JFK) to Nantucket (ACK)
- Flights from Los Angeles (LAX) to Nantucket (ACK)
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- Flights from Lisbon (LIS) to Nantucket (ACK)
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- Flights from Sydney (SYD) to Provincetown (PVC)
- Flights from Toledo (TOL) to Provincetown (PVC)
- Flights from Montreal (YUL) to Nantucket (ACK)
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- Breakwater Beach
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- Craigville Beach
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- Herring Cove Beach
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- Visit Nantucket
- Nauset Beach
- Norton Point Beach
- Race Point Beach
- Visit Sagamore Beach
- South Cape Beach State Park
- West Dennis Beach
- Wings Neck Lighthouse
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
