
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
Price was CA $1,000, price is now CA $747 per person
CA $747
per person
Oct 23 - Oct 27
found 1 day 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

Chapter House
Price was CA $1,399, price is now CA $962 per person
CA $962
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.2/10 Wonderful! (156 reviews)
Really enjoyed the bar, which was a great spot for a late afternoon drink before dinner
Reviewed on Aug. 2, 2025

Summercamp
Price was CA $1,459, price is now CA $1,118 per person
CA $1,118
per person
Oct 7 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9.2/10 Wonderful! (1,001 reviews)
Great hotel! We would stay here again. Walking distance to everything and child friendly (without being overrun by children)
Would note that there isn’t an elevator so if you’re elderly with mobility issues, it’s best to request a room on the ground floor.
Reviewed on Aug. 30, 2025

Inn on Main
Price was CA $1,306, price is now CA $1,010 per person
CA $1,010
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
10/10 Exceptional! (70 reviews)
What a great place! Central location made it super easy to get around. Hosts were fantastic- very nice, welcoming and very helpful with great restaurant, beach or visit recommendations. I highly recommend The Inn on Main.
Reviewed on Aug. 7, 2025

The Coco, The Edgartown Collection
Price was CA $1,923, price is now CA $1,545 per person
CA $1,545
per person
Oct 7 - Oct 11
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9.6/10 Exceptional! (56 reviews)
Location was exceptional. Front gardens were spectacular. Restaurant L’Etouile is on main floor. Awesome bar! Unfortunately, our room, No. 4 on 2nd floor sits above the restaurant. Music blared until 1:50 am. Alex, the manager of Coco was terrific regarding my middle of midnight text. I suggest their sister hotel, The Sydney, as it is newly built and doesn’t have all the issues that an antique building has, such as heating and cooling noise. Also, their Continental breakfast was sub-par. Btw) I was disappointed for $750.00 a night, they could have a few higher end accessories, such as a functional iron, and a $20.00 blow dryer. The location is def what you pay for in this hotel…
Reviewed on Aug. 28, 2025
Chappaquiddick Island Hotel Deals

Sea Crest Beach Resort
350 Quaker Rd, North Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Sep 28 to Sep 29
CA $194
CA $300 total
Sep 28 - Sep 29
includes taxes & fees

Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Sep 1 to Sep 2
CA $197
CA $247 total
Sep 1 - Sep 2
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 Oct 1 to Oct 2
CA $120
CA $152 total
Oct 1 - Oct 2
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
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 $69
per adult

Martha's Vineyard: Self-Guided Driving Audio Tour
CA $21
per traveller

Massachusetts: Smartphone-Based Audio Tour Bundle
CA $69
per traveller
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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.