
Chappaquiddick Island Vacation Packages
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Top Chappaquiddick Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Chapter House
Price was CA $1,476, price is now CA $1,022 per person
CA $1,022
per person
Oct 3 - Oct 7
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.2/10 Wonderful! (155 reviews)
Really enjoyed the bar, which was a great spot for a late afternoon drink before dinner
Reviewed on Aug. 2, 2025

Anchor In Distinctive Waterfront Lodging
Price was CA $957, price is now CA $720 per person
CA $720
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hyannis (HYA)
9.4/10 Exceptional! (1,002 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

Inn on Main
Price was CA $1,459, price is now CA $1,178 per person
CA $1,178
per person
Oct 3 - Oct 7
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
10/10 Exceptional! (68 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

Margaritaville Resort Cape Cod
Price was CA $1,239, price is now CA $1,032 per person
CA $1,032
per person
Oct 3 - Oct 7
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
8.6/10 Excellent! (253 reviews)
I really was hopeful I could give 5 stars after our stay, but as you can see that’s not the case. From the start you’re charged $50 per night resort fee & $15 room charge a night. We stayed for two nights so that should be roughly $130 with a little more for tax- we have a hold for $214 on our card so that’s annoying off the bat. The resort fee is ridiculous when nothing is offered that you can’t get from a hotel or even motel down the road (you might actually have a better time there)! The beds were hard as a rock, “quiet hours” aren’t enforced (checked out by 8am this am due to being up all night listening to the people next to us all night. The water park isn’t worth what they charge, we were able to go for a total of 30 minutes and my son was purple for two hours after from it being unbelievably cold. I’m really bummed we paid so much for a sub par stay…. We have stayed at other margaritaville’s and this doesn’t even compare… this is more comparable to a normal hotel at best.
Reviewed on Aug. 20, 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 $200 per night from Sep 1 to Sep 2
CA $200
CA $250 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Conviently located and affordable"
Reviewed on Aug. 17, 2025

Hyannis Plaza Hotel
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Sep 3 to Sep 4
CA $128
CA $161 total
Sep 3 - Sep 4
includes taxes & fees
6.8/10 (857 reviews)
"Great value. Newly remodeled rooms. Very clean. Relaxed atmosphere. Nice pool. Great location on Main Street in Hyannis. I highly recommend this hotel."
Reviewed on Aug. 18, 2025

Faraway Martha's Vineyard
23 Kelly Street, Martha's Vineyard, Edgartown, MA
The price is CA $568 per night from Sep 15 to Sep 16
CA $568
CA $666 total
Sep 15 - Sep 16
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Wonderful staff!"
Reviewed on Aug. 16, 2025
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
Frequently asked questions
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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.