Chappaquiddick Island Vacation Packages
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Top Chappaquiddick Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,003 reviews)
Beautifully decorated and nice workspace. Staff was not helpful with baggage at check-in. For the price, the toilet paper was cheap and no slippers. It was very nice that they allowed you to use the pool and property after the 11am checkout.
Reviewed on Aug. 9, 2025
The Richard, The Edgartown Collection
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9.6/10 Exceptional! (155 reviews)
The rooms we stayed in was small but expected for a boutique . The 3 girls that attended the desk were fabulous. Beds were comfortable. It was great for a short stay.
Reviewed on Jul. 31, 2025
Harbor View Hotel
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
The Harbor View Hotel is exactly what holiday dreams are made of. The property is absolutely stunning, beautifully maintained with breathtaking views and elegant charm throughout. From the moment we arrived, the staff went above and beyond. Everyone was warm, attentive, and incredibly polite, making us feel truly welcomed.
The entire hotel smells amazing, like a luxury spa. Our room was spacious, beautifully decorated, and spotlessly clean. Did I mention how gorgeous the entire property is? Our trip to Martha’s Vineyard wouldn’t have been half as magical without this hotel. It was truly the highlight of our stay.
This is hands down the place to stay when visiting the Vineyard. I already can’t wait to return!
Reviewed on Jun. 26, 2025
Chappaquiddick Island Hotel Deals
Hyannis Plaza Hotel
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Sep 11 to Sep 12
CA $116
CA $147 total
Sep 11 - Sep 12
includes taxes & fees
6.8/10 (834 reviews)
"Nice place, small swimming pool, cant go outside unless u exit the building"
Reviewed on Aug. 8, 2025
Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Sep 1 to Sep 2
CA $187
CA $235 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Excellent staff and service."
Reviewed on Aug. 9, 2025
The Beachside
30 North Beach Street, Nantucket, MA
The price is CA $502 per night from Sep 1 to Sep 2
CA $502
CA $589 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (173 reviews)
"Hospitality was awesome from the bar food to comfort of the lounge/bar by the pool to the very confortable bed/spacious rooms"
Reviewed on Aug. 8, 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.