Chappaquiddick Island Kid friendly Vacations

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Top Kid friendly vacation packages in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

$581
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
8.6/10 Excellent! (733 reviews)
breakfast was delicious .. however there was a very special young lady that was cleaning the tables and wiping them down... She went over and beyond to help but she and another one were waiting tables too .. terribly under staffed that morning. Other than that observation, the stay was wonderful. Thanks

Reviewed on Sep 3, 2026

Harbor View Hotel

Harbor View Hotel

$1,709
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

$1,836
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
9.4/10 Exceptional! (270 reviews)
Faraway Martha's Vineyard

Faraway Martha's Vineyard

$1,459
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Vineyard Haven (MVY)
9/10 Wonderful! (1,002 reviews)
I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂

Reviewed on Aug 20, 2026

Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis

$667
per person
Oct 24 - Oct 27
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
8.4/10 Very Good! (938 reviews)
Rooms are a little outdated, bathroom door stuck

Reviewed on Aug 31, 2026

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5* Kid friendly vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.
Harbor View Hotel

Harbor View Hotel

$1,709
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

$1,836
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
9.4/10 Exceptional! (270 reviews)
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3 Night Kid friendly vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

$581
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
8.6/10 Excellent! (733 reviews)
breakfast was delicious .. however there was a very special young lady that was cleaning the tables and wiping them down... She went over and beyond to help but she and another one were waiting tables too .. terribly under staffed that morning. Other than that observation, the stay was wonderful. Thanks

Reviewed on Sep 3, 2026

Harbor View Hotel

Harbor View Hotel

$1,709
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
Faraway Martha's Vineyard

Faraway Martha's Vineyard

$1,459
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Vineyard Haven (MVY)
9/10 Wonderful! (1,002 reviews)
I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂

Reviewed on Aug 20, 2026

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4 Night Kid friendly vacations in Chappaquiddick Island

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

Courtyard Resort

$635
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
8.6/10 Excellent! (123 reviews)
No breakfast. Very clean & quiet. Front desk very helpful. I had to ask for the ironing board and the blow dryer. Other than that, everything was perfect great location close to everything within walking distance to Main St stores.

Reviewed on Aug 26, 2026

Hyannis Plaza Hotel

Hyannis Plaza Hotel

$657
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
7.2/10 Good! (1,025 reviews)
The Villa Callo Inn

The Villa Callo Inn

$1,055
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
9.6/10 Exceptional! (7 reviews)
Good

Reviewed on Aug 29, 2026

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FAQs: family vacation packages in Chappaquiddick Island

How can I find the best family vacation packages in Chappaquiddick Island?

For fam-tastic vacation packages in Chappaquiddick Island, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Chappaquiddick Island on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Chappaquiddick Island cost?

You could book your amazing family trip to Chappaquiddick Island just $581. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

Can I book an all-inclusive Chappaquiddick Island family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Chappaquiddick Island?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Chappaquiddick Island family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Chappaquiddick Island landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Chappaquiddick Island family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Chappaquiddick Island family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

Things to do

Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

$50
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
Marthas Vineyard Luxury Tour

Marthas Vineyard Luxury Tour (2hrs)

$550
per traveler
Marthas Vineyard Luxury Tour (2hrs)
See all activities in Chappaquiddick Island

More vacations you might like

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