Chappaquiddick Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Photo by Sus Brossman
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Chappaquiddick Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Anchor In Distinctive Waterfront Lodging
Price was CA $871, price is now CA $769 per person
CA $769
per person
Oct 10 - Oct 12
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.4/10 Exceptional! (1,001 reviews)
The hotel is very well managed nicely maintained. Great harbour location for catching the ferries as well. The breakfast is prepackaged items designed for grab and go.
Reviewed on Aug. 19, 2025
Margaritaville Resort Cape Cod
Price was CA $1,150, price is now CA $1,076 per person
CA $1,076
per person
Oct 10 - Oct 12
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
8.8/10 Excellent! (294 reviews)
Beautiful rooms , everything else very average and the adds on very expensive
Reviewed on Sep. 2, 2025
Chappaquiddick Island Hotel Deals
Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Sep 21 to Sep 22
CA $171
CA $217 total
Sep 21 - Sep 22
includes taxes & fees
Sea Crest Beach Resort
350 Quaker Rd, North Falmouth, MA
The price is CA $194 per night from Sep 28 to Sep 29
CA $194
CA $301 total
Sep 28 - Sep 29
includes taxes & fees
Hyannis Plaza Hotel
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Sep 4 to Sep 5
CA $120
CA $152 total
Sep 4 - Sep 5
includes taxes & fees
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
Edgartown Lighthouse
4.5/5(3 reviews)
You can learn about the history of Edgartown with a visit to Edgartown Lighthouse. Stroll along the area's waterfront, or simply savor its wineries.
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.
Lighthouse Beach
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 top-notch restaurants.
What to do in Chappaquiddick Island
Massachusetts Highlights: Freedom Trail, Salem & More Tour
CA $62
per adult
Martha's Vineyard: Self-Guided Driving Audio Tour
CA $21
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
CA $69
per traveller
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
- Hotels with Waterslides in New Brunswick
- Muskoka Bay Resort
- Hotel Seville Nomad, in the Unbound Collection by Hyatt
- The St. Regis Singapore
- Hotels in Belleville
- Sundre Motor Inn
- lebua at State Tower
- Hampton Inn & Suites Bellevue Downtown-Seattle
- The William Hotel Midtown, Sonder by Marriott Bonvoy
- All Inclusive Resorts and Hotels in Trinidad and Tobago
- Luxury Hotels in London
- Radisson BLU Hotel Durham
- All Inclusive Resorts and Hotels in Canada
Flights
- Cheap Flights from Toronto (YYZ) to Edmonton (YEG)
- Cheap Flights to Split
- Cheap Flights from Calgary (YYC) to Los Angeles (LAX)
- Cheap Flights from Palermo (PMO) to Barcelona (BCN)
- Cheap Flights from Toronto (YYZ) to Lamezia Terme (SUF)
- Cheap Flights from Calgary (YYC) to Fuzhou (FOC)
- Cheap Flights from Saskatoon (YXE) to Anchorage (ANC)
- Cheap Flights from Edmonton (YEG) to Manila (MNL)
- Cheap Flights from Johannesburg (JNB) to Harare (HRE)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.