Chappaquiddick Island Holidays

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Chappaquiddick Island Holiday

Our pick of the best Chappaquiddick Island Hotel Deals

Chappy Summer Cabin!

Chappy Summer Cabin!

Edgartown MA
8.4/10 Very Good! (36 reviews)
The house is well maintained. Check-in was very easy. The house is located in the woods in a bit of a labyrinth of small roads. The kitchen facilities were great. Craig had recently purchased a new set of pots and pans that were in excellent condition. Craig was extremely helpful and welcoming. Everything ...

Reviewed on 11 Aug 2025

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Chappy Summer Cabin!
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 19 Jan to 20 Jan
NZ$217
19 Jan - 20 Jan
includes taxes & fees
8.4/10 Very Good! (164 reviews)
The room was clean and spacious, the bed was so comfortable and the staff is so friendly and kind

Reviewed on 4 Jan 2026

Iris Hotel Cape Cod
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street Edgartown MA
8.8/10 Excellent! (999 reviews)
Very cozy comfortable hotel!!

Reviewed on 17 Dec 2025

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Faraway Martha's Vineyard
See all 3,304 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.

Discover the most popular places to visit in Chappaquiddick Island

Martha's Vineyard Preservation Trust Historic Buildings

You can spend an afternoon studying the exhibits at Martha's Vineyard Preservation Trust Historic Buildings during your trip to Edgartown. Wander the area's waterfront or simply enjoy one of its seafood restaurants.

Martha's Vineyard Preservation Trust Historic Buildings

Edgartown Lighthouse

You can learn about the history of Edgartown with a visit to Edgartown Lighthouse. Stroll along the area's beautiful beaches or simply savour its wineries.

Edgartown Lighthouse

What to do in Chappaquiddick Island

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

NZ$23
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

NZ$86
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

NZ$77
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chappaquiddick Island

Frequently asked questions

Can I cancel my flight booking to Chappaquiddick Island due to COVID-19?
Many airlines now offer greater flexibility due to COVID-19. Our convenient Customer Service Portal will help find an answer to most queries about which policies apply to your flight. It's also worth reading through the terms and conditions of your chosen carrier — preferably before locking in your seat!
What's the best way to find cheap flights to Chappaquiddick Island that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to deliver you the most flexible fares around town. Just tick the "No change fee" box directly under the "Flexible change policies" subheading to find your ideal flight to Chappaquiddick Island.
What are some of the general tips for travellers to Chappaquiddick Island during the COVID-19 outbreak?
The COVID-19 pandemic has changed how the world works in all sorts of ways, including our approach to travel. These tips will help you navigate these new challenges and prepare you for your escape to Chappaquiddick Island:
  • Before booking anything, see if any travel bans or restrictions apply — in both your origin and destination. Get up-to-date information by checking government and travel websites.
  • Wear a face mask during airport screening. A TSA employee will ask you to adjust your mask for identification purposes.
  • Do not hand your boarding pass directly to a TSA officer. Instead, position the pass on the scanner and then hold it up so the agent can inspect it.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag for screening.
  • To minimize handling during screening, place items such as your phone, keys and wallet into your carry-on instead of into the bins.
  • Separate any food you're carrying for screening. Putting it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Chappaquiddick Island?
Reserve your ticket with Cape Air and then start piecing together your Chappaquiddick Island travel itinerary. This popular carrier runs 438 flights every month to Martha's Vineyard Airport (MVY), a key gateway.
How can I find cheap tickets to Chappaquiddick Island?
You'll always pick up an epic deal with Expedia, but our "flexible dates" search function makes it even easier. Enter your preferred travel date, then check the flexible dates box above to see the cheapest prices for nearby days. was the cheapest price for a flight to Chappaquiddick Island in the last seven days.
How much is a flight to Chappaquiddick Island?
There were lots of affordable fares for the taking in the last seven days, with the price of a return flight to Chappaquiddick Island ranging between and . Many lucky travellers nabbed one-way tickets from () for just .
What are the most popular airports to fly into in Chappaquiddick Island?
Pack your bags and fly into Martha's Vineyard Airport (MVY), Chappaquiddick Island's primary flight hub. Lock in a seat on one of the 838 flights that land at this awesome destination every month.
When is the cheapest time to fly to Chappaquiddick Island?
Consider travelling early on in the week to get a bargain fare to Chappaquiddick Island. Tuesday is routinely the most cost-effective day to fly, with Monday a close second. Saturday typically has the highest ticket prices. This is because lots of travellers choose to kick off their getaway on a weekend.
How much is a plane ticket to Chappaquiddick Island?
Plane tickets ranged from to over the last seven days. When you're ready to book, we're ready to help you pick up the best deal to Chappaquiddick Island.
Which airlines with flights to Chappaquiddick Island employ COVID-19 cleanliness policies?
In response to the COVID-19 pandemic, most airlines have implemented enhanced measures and standards to help their passengers and crew fly with extra peace of mind. Check out what these carriers are doing:
  • Cape Air - this airline is known for providing passenger masks and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Tradewind Aviation - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.