Chappaquiddick Island Vacation Packages

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Top Chappaquiddick Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was CA $1,659, price is now CA $1,320 per person
CA $1,320
per person
May 16 - May 22
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Hyannis (HYA)
9.4/10 Exceptional! (1,000 reviews)
We were just there for 1 night. The staff was super sweet and the view was incredible!

Reviewed on Apr 8, 2026

Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was CA $3,520, price is now CA $2,649 per person
CA $2,649
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.4/10 Very Good! (210 reviews)
We reserved a queen room and were upgraded to a king with a balcony. What a nice surprise! I called for help with the OpenKey app to open the front door. Friendly staff answered immediately and talked me through process while staying on the line. Stylish clean lobby. Simple white bedding with soft pillows. Clean tile bathroom with plenty of hot water and a rain shower head. The water pressure in the toilet was low but we managed. Hot Keurig coffee available in the lobby early am. We watched the sunrise from the balcony. The location is a block from Ocean Park where there is overnight parking. Shops nearby and 15 minute parking spaces out front for unloading luggage.

Reviewed on Mar 31, 2026

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was CA $3,852, price is now CA $2,990 per person
CA $2,990
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9.2/10 Wonderful! (180 reviews)
Beautiful house! The rooms were very clean and the location was great. There is no staff on site but it was relatively easy to contact people. The walls are very thin and you will hear every single thing happening around you. I love pet friendly places but there was a dog left in the room that cried for hours and when I tried contacting management about it no one ever replied. Parking is easy and overall it was a good experience.

Reviewed on Mar 30, 2026

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was CA $3,736, price is now CA $2,904 per person
CA $2,904
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (624 reviews)
Perfect stay, very friendly staff. love it

Reviewed on Mar 24, 2026

Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
Price was CA $8,991, price is now CA $7,176 per person
CA $7,176
per person
Jun 24 - Jun 29
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
Very cozy comfortable hotel!!

Reviewed on Dec 17, 2025

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Chappaquiddick Island Hotel Deals

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 $167 per night from Apr 15 to Apr 16
CA $167
CA $192 total
Apr 15 - Apr 16
includes taxes & fees
8.6/10 Excellent! (205 reviews)
Staff was very pleasant. Clean rooms.

Reviewed on Apr 1, 2026

Iris Hotel Cape Cod
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Apr 19 to Apr 20
CA $137
CA $185 total
Apr 19 - Apr 20
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Clean room. Pleasant staff

Reviewed on Mar 30, 2026

Falmouth Inn
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 CA $130 per night from Apr 27 to Apr 28
CA $130
CA $163 total
Apr 27 - Apr 28
includes taxes & fees
Hyannis Plaza Hotel
See all 3,423 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 $18
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
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.