Chappaquiddick Island Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chappaquiddick Island
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
S$335
12 Oct - 13 Oct
includes taxes & fees
Hyannis Harbor Hotel
213 Ocean St Hyannis MA
Fully refundableReserve now, pay when you stay
S$342
20 Sept - 21 Sept
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"This was amazing! From the moment we walked in the lobby we felt so welcome! We booked a king room with a pullout couch for the 5 of us, 2 adults and 3 kids and the woman at the front desk asked if we would prefer 2 queen beds instead bc there was more room for the 5 of us to sleep on. We accepted ..."
Reviewed on 10 Sept, 2026
Summercamp
70 Lake Avenue Oak Bluffs MA
S$268
7 Oct - 8 Oct
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Summer camp was amazing. Great staff and very close to all of the action."
Reviewed on 10 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.
What to do in Chappaquiddick Island
Martha's Vineyard: Self-Guided Driving Audio Tour
S$19
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
S$63
per adult
Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour
S$12
per adult
Frequently asked questions
How much does a Chappaquiddick Island holiday package cost?
Say yes to new adventures with our Chappaquiddick Island holiday packages, which start from just . Choose the flights and hotels that suit your travel style. Then, add on a couple of tours or experiences for an unforgettable escape.
How do I get a cheap travel package to Chappaquiddick Island?
Combine your flights and hotels, throw in extras such as tours, and save with a Chappaquiddick Island holiday package. You won't just enjoy amazing discounts on your adventure — you'll have loads of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties all over the world. Your next epic adventure begins right here, right now!
How far in advance should I book my Chappaquiddick Island holiday?
Travellers are usually able to look up international fares on Expedia within 12 months of the departure date. Booking last minute? With a stroke of luck, it's still possible to purchase a cheaper ticket only weeks before your flight.
What does an Expedia Chappaquiddick Island travel package include?
Expedia has all you need to book your Chappaquiddick Island getaway, but how you structure your package is your call. Select from any combination of rental cars, flights and hotels. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them too. No matter your budget or style, there's a holiday package to meet your needs.
What should I know before booking a Chappaquiddick Island travel package?
We already have low prices. However, you'll enjoy an even better deal if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Chappaquiddick Island Expedia holiday package?
With a holiday package, you're always in charge. Whether you're eager to fly to Chappaquiddick Island in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Chappaquiddick Island holiday package?
We totally understand — life doesn't always go according to plan. If you've booked a Chappaquiddick Island holiday package and have to change or cancel it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook for free. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
Explore a world of travel with Expedia
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- Hotels with free wifi in Martha's Vineyard
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- Hotels near Shopping Areas in Martha's Vineyard
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- Hotels near Mashpee Commons
- Hotels near Menemsha Beach
- Nantucket Hotels
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- Hotels with Breakfast in Nantucket Island
- Hotels with Views in Nantucket Island
- Resorts in Nantucket Island
- Oak Bluffs Hotels
- Hotels near Old Silver Beach
- Teaticket Hotels
- Vineyard Haven Hotels
- Hotels near Wood Neck Beach
- Woods Hole Hotels
- Flights to Edgartown
- Flights to Falmouth
- Flights to Martha's Vineyard
- Flights to Nantucket Island
- Flights to West Hyannisport
- Flights to Woods Hole
- Flights from Martha's Vineyard
- Flights from Edgartown
- Flights from New York (JFK) to Vineyard Haven (MVY)
- Flights from Newport (NPT) to Vineyard Haven (MVY)
- Flights from Chicago (ORD) to Vineyard Haven (MVY)
- Bank Street Beach
- Cape Cod Canal
- Carver Holidays
- Chatham Holidays
- Demarest Lloyd State Park
- Doran Park
- Visit Katama
- Falmouth Heights Beach
- Flying Horses Carousel
- Handy House
- Hyannis Harbor
- Hyannis Holidays
- Jericho House and Barn Museum
- Kalmus Beach
- Madaket Beach
- Main Street Hyannis
- Manuel F Correlus State Forest
- Visit Martha's Vineyard
- Visit Summersea
- Miacomet Golf Course
- Nantucket Holidays
- Onset Holidays
- Visit Sandalwood Village
- Shawme-Crowell State Forest
- Siasconet Beach
- Skaket Beach
- St. Francis Xavier Church
- Surf Drive Beach
- Trayser Museum Complex
- Visit West Tisbury
- White Horse Beach
- Woods Hole Oceanographic Institution
- Woods Hole Holidays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
