Chappaquiddick Island Vacations from $782
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The Latest Chappaquiddick Island vacation packages
Price found within the past 48 hours. Click for updated prices.
The Villa Callo Inn
$782
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Hyannis (HYA)
9/10 Wonderful! (2 reviews)
The ownership was great. The bed and breakfast inn was very welcoming, cozy and cute! Food was made on site and great!
Reviewed on Aug 8, 2026
Inn on Main
$1,056
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Hyannis (HYA)
10/10 Exceptional! (78 reviews)
Very accommodating hosts , Dave & Ruta. Delicious 2 course breakfast.Room was clean, very comfortable and great amenities. Hosts were very helpful regarding dining and touring ideas. Highly recommend
Reviewed on Aug 8, 2026
Vineyard Harbor Motel - Private Beach
$1,192
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
9/10 Wonderful! (715 reviews)
Everything is great about this property. The staff is really nice. Also, there are many places to sit outside if you don’t feel like sitting on the beach. The room was very clean. It is also very close to lots of places to eat.
Reviewed on Aug 10, 2026
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View all tripsWhat to do in Chappaquiddick Island
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
$50
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
Chappaquiddick Island Hotel Deals
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
$136 nightly
$156 total
Sep 7 - Sep 8
Total with taxes and fees
8.4/10 Very Good! (330 reviews)
"Check in was easy and staff was friendly. Rooms were okay, the floors weren’t cleaned well but the bed was comfy."
Reviewed on Aug 9, 2026
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
$352 nightly
$403 total
Sep 7 - Sep 8
Total with taxes and fees
Falmouth Inn
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
$141 nightly
$158 total
Sep 8 - Sep 9
Total with taxes and fees
8/10 Very Good! (1,032 reviews)
"The room and bathroom were clean. The breakfast was not really worth eating. Went out to breakfast. Didn’t use the pool but looked liked it was well maintained. The front desk person (I didn’t get her name) went above and beyond to get me into a room a few hours earlier than check in time."
Reviewed on Aug 9, 2026
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.
Find the Best Chappaquiddick Island Vacation Packages
Chappaquiddick Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Nantucket Memorial Airport (ACK) |
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- Flights from Chicago (ORD) to Vineyard Haven (MVY)
- Flights from Baltimore (BWI) to Vineyard Haven (MVY)
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- Flights to Nantucket Island
- Gus Ben David's World of Reptiles and Birds Park
- Joseph Sylvia State Beach
- Bend in the Road Beach
- Visit Falmouth
- Chappaquiddick Graveyard
- Felix Neck Wildlife Sanctuary
- Chappaquidick Dike Bridge
- Martha's Vineyard Museum
- Oak Bluffs Public Library
- Flying Horses Carousel
- Lighthouse Beach
- Katama Beach
- Long Point Beach
- Visit Nantucket
- Nantucket Vacations
- Edgartown Vacations
- Wasque Beach
- Cape Poge Lighthouse
- Oak Bluffs Vacations
- Inkwell Beach
- Mytoi Garden
- Trinity Park Tabernacle
- Visit Hyannis Port
- Vincent House Museum
- Long Point Wildlife Refuge
- Farm Neck Golf Club
- Circuit Avenue
- Old Whaling Church
- Norton Point Beach
- Visit Martha's Vineyard
- Visit Chappaquiddick Island
- Dr Daniel Fisher House
- Visit Edgartown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
