Chappaquiddick Island Vacation Packages

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Top Chappaquiddick Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was CA $1,855, price is now CA $1,408 per person
CA $1,408
per person
Jul 16 - Jul 20
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9/10 Wonderful! (628 reviews)
Our room was huge and had a comforatble bed. It looked recently renovated and was clean. The bed was comfortable. It was a rainy cold day so I asked for an extra blanket. I was given the blanket and offered a space heater which was perfect. Walking distance to restaurants, pizza and sub shops, and the supermarket and ferry.

Reviewed on May 4, 2026

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was CA $5,058, price is now CA $3,872 per person
CA $3,872
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9.2/10 Wonderful! (184 reviews)
Very clean and cozy and comfortable Conveniently located walking distance to anything you needed. Only suggestion is it would have been better to have a ground level room for easier access to the outside with our dog overall ir was very nice 👍

Reviewed on Apr 27, 2026

Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was CA $4,474, price is now CA $3,589 per person
CA $3,589
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vineyard Haven (MVY)
8.4/10 Very Good! (216 reviews)
Refrigerator was broken in my room

Reviewed on May 11, 2026

Inn on Main

Inn on Main

3.5 out of 5
Price was CA $1,858, price is now CA $1,500 per person
CA $1,500
per person
Jun 24 - Jun 29
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Hyannis (HYA)
10/10 Exceptional! (74 reviews)
The Inn is beautifully restored and decorated tastefully by owners. They have thought of many details and welcome suggestions for more. Breakfast is always interesting and delicious. Owners Sarah and Chris (and welcome dog, Crocker) are welcoming, helpful and engaging. No reason to go anywhere else!

Reviewed on Dec 26, 2025

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was CA $1,891, price is now CA $1,565 per person
CA $1,565
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.4/10 Exceptional! (1,003 reviews)
Very clean and staff was wonderful!

Reviewed on May 10, 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 $231 per night from May 25 to May 26
CA $231
CA $343 total
May 25 - May 26
includes taxes & fees
8/10 Very Good! (276 reviews)
The room , was ok ! No super excellent clean !

Reviewed on May 11, 2026

Sea Crest Beach Resort
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 CA $181 per night from May 14 to May 15
CA $181
CA $207 total
May 14 - May 15
includes taxes & fees
8.6/10 Excellent! (223 reviews)
breakfast was ok

Reviewed on May 10, 2026

Iris Hotel Cape Cod
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is CA $373 per night from May 25 to May 26
CA $373
CA $417 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Very cute boutique hotel! Great location, centrally located for walking. Cant wait to come when it’s hotter. VTA transit bus stop Right out front which was great and the rides are free. Hotel provided free coffee, tea, and water. No elevator so prepare to get your exercise. Lovely porch with lots ...

Reviewed on May 11, 2026

Summercamp
See all 3,438 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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Discover the most popular places to visit in Chappaquiddick Island

Martha's Vineyard, Massachusetts. Edgartown Harbor Light, a lighthouse located in Edgartown, where it marks the entrance to Edgartown Harbor and Katama Bay

Katama Beach

Why not spend a carefree afternoon at Katama Beach during your travels in Edgartown? Stroll along the waterfront or visit the shops in the area.

Katama Beach

Edgartown Lighthouse

5/5(4 reviews)

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

Edgartown Lighthouse

Lighthouse Beach

5/5(1 review)

If a restful vacation is part of your travel plans, Lighthouse Beach might be the perfect place to seek out during your trip to Edgartown. Wander the area's waterfront or simply enjoy one of its wineries.

Lighthouse Beach

What to do in Chappaquiddick Island

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $19
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $62
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $69
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
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 travelers 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 travelers 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 traveling 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 travelers 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.