Chappaquiddick Island Holidays

Photo by Sus Brossman

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Chappaquiddick Island

Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 1 Sept to 2 Sept
S$145
1 Sept - 2 Sept
includes taxes & fees
6.8/10 (815 reviews)
"Parking was not an issue. Room's were spacious and clean and beds comfortable. There was minimal towels in bathroom and the TV kept freezing up for a second or two at times. The pool towels, when available were very small. The handle on the pool stairs was very wobbly, and pool needs renovating. ..."

Reviewed on 31 Jul, 2025

Hyannis Plaza Hotel
The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
9.2/10 Wonderful! (146 reviews)
"Super cute hotel! Great location and very friendly staff. Would definitely stay there again."

Reviewed on 30 Jul, 2025

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The Beachside
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road, Vineyard Haven, MA
9/10 Wonderful! (471 reviews)
"Very nice stay"

Reviewed on 30 Jul, 2025

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Vineyard Harbor Motel - Private Beach
See all 3,403 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.

What to do in Chappaquiddick Island

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

S$19
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

S$64
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

S$64
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chappaquiddick Island

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.

* 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.