Chappaquiddick Island Vacation Packages

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Top Chappaquiddick Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard Resort

Courtyard Resort

2 out of 5
Price was CA $1,984, price is now CA $1,921 per person
CA $1,921
per person
Dec 27 - Dec 30
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
8.6/10 Excellent! (157 reviews)
Room was clean, staff were always helpful and friendly, location of hotel was ideal for local amenities, safe for solo travellers. Would definitely recommend.

Reviewed on Nov 5, 2026

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was CA $2,206, price is now CA $2,103 per person
CA $2,103
per person
Dec 27 - Dec 30
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9/10 Wonderful! (832 reviews)

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was CA $2,027, price is now CA $1,936 per person
CA $1,936
per person
Dec 27 - Dec 30
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.4/10 Exceptional! (1,001 reviews)

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
Price was CA $2,596, price is now CA $2,505 per person
CA $2,505
per person
Dec 27 - Dec 30
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
8.6/10 Excellent! (798 reviews)
Perfect

Reviewed on Nov 7, 2026

Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was CA $2,410, price is now CA $2,335 per person
CA $2,335
per person
Dec 27 - Dec 30
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
Loved the heated saltwater pool. Was disappointed there was not comfortable sitting in the room, esp on a rainy day or not feeling well, and watching a movie. Was surprised no elevator and we were on the third floor. The “grab and go” breakfast option was no more than a few pastries. That was disappointing. For early departure to catch ferry at 0530, no coffee was available.

Reviewed on Oct 22, 2026

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Chappaquiddick Island Hotel Deals

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Nov 22 to Nov 23
CA $168
CA $273 total
Nov 22 - Nov 23
includes taxes & fees
Sea Crest Beach Resort
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Nov 15 to Nov 16
CA $199
CA $263 total
Nov 15 - Nov 16
includes taxes & fees
Inn on the Square
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is CA $226 per night from Nov 23 to Nov 24
CA $226
CA $252 total
Nov 23 - Nov 24
includes taxes & fees
Vineyard Harbor Motel - Private Beach
See all 3,250 properties in Chappaquiddick Island
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.
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Beach Vacations
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What to do in Chappaquiddick Island

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $21
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

CA $71
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $71
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chappaquiddick Island

Frequently asked questions

How much does a Chappaquiddick Island vacation package cost?
Say yes to new adventures with our Chappaquiddick Island vacation packages, which start from just CA $1,921. 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 vacation 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 vacation?
Travelers 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 vacation 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 vacation package?
With a vacation 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 vacation package?
We totally understand — life doesn't always go according to plan. If you've booked a Chappaquiddick Island vacation 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.

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