
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 $1,882, price is now CA $1,489 per person
CA $1,489
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Hyannis (HYA)
9.4/10 Exceptional! (1,004 reviews)
They were very nice. The room was clean. The lobby and breakfast area were great. The breakfast selection had a wide variety and I appreciated that as a diabetic who cannot have a lot of the high carb selections. My husband DID enjoy the delicious looking muffins/cake slices.
Reviewed on Jun 23, 2026

Margaritaville Resort Cape Cod
Price was CA $2,225, price is now CA $1,508 per person
CA $1,508
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Hyannis (HYA)
8.8/10 Excellent! (597 reviews)
Very nice property. Room was very good. Had all the amenities you need for a good comfortable stay. I would stay there again.
Reviewed on Jun 25, 2026

Chapter House
Price was CA $2,131, price is now CA $1,594 per person
CA $1,594
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Hyannis (HYA)
9.2/10 Wonderful! (170 reviews)
DO NOT hesitate to book this beautiful Inn! Bill was so pleasant as soon as we entered the property! Will definitely stay again!
Reviewed on Jun 23, 2026

Inn on Main
Price was CA $2,355, price is now CA $1,823 per person
CA $1,823
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Hyannis (HYA)
10/10 Exceptional! (74 reviews)
I cannot recommend this property enough. David and Ruta are amazing hosts. They are so considerate and helpful. Breakfast is wonderful and they are more than willing to accommodate any dietary needs. The property is beautiful and well maintained. They have drawers full of travel supplies, and there are fresh baked cookies every day, in your room! The Inn is very well situated and walkable to some good restaurants (plan ahead to have dinner at the Old Yarmouth Inn). The Inn on Main is really not to be missed. Thank you for the amazing weekend!
Reviewed on Jun 22, 2026

Courtyard By Marriott Cape Cod Hyannis
Price was CA $1,897, price is now CA $1,588 per person
CA $1,588
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Hyannis (HYA)
9/10 Wonderful! (502 reviews)
The hotel was clean and neat. The service was very good. I always enjoyed stay at this property.
Reviewed on May 30, 2026
Chappaquiddick Island Hotel Deals

Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Jul 26 to Jul 27
CA $255
CA $292 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (268 reviews)
"I did not use the amenities. The breakfast was nice. It was a comfortable, safe, clean place, good value for the dollar."
Reviewed on Jun 23, 2026

Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $529 per night from Jun 29 to Jun 30
CA $529
CA $686 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (329 reviews)
"We had an okay stay overall. The rooms were clean, and the restaurant was excellent. Unfortunately, one day during our visit the property lost power from 9:00 a.m. until 1:00 p.m., which was inconvenient. We stayed after Memorial Day and were disappointed to find that some of the advertised amenities, ..."
Reviewed on Jun 25, 2026

Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
The price is CA $412 per night from Jul 27 to Jul 28
CA $412
CA $460 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (653 reviews)
"Everything good and clean the staff very helpful"
Reviewed on Jun 24, 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.
What to do in Chappaquiddick Island

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

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $69
per adult

Massachusetts: Smartphone-Based Audio Tour Bundle
CA $69
per traveller
Frequently asked questions
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- Flights to Edgartown
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- Flights from Boston (BOS) to Vineyard Haven (MVY)
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- Aquinnah Cliffs
- Children's Beach
- Cisco Beach
- Cotuit Center for the Arts
- Craigville Beach
- Visit Katama
- Falmouth Vacations
- Francis Street Beach
- Gay Head Lighthouse
- Hyannis Port Vacations
- Inkwell Beach
- Island Queen Ferry
- Jetties Beach
- John F. Kennedy Memorial
- Kalmus Beach
- Keyes Beach
- Lambert's Cove Beach
- Lewis Bay
- Lighthouse Beach
- Long Point Beach
- Martha's Vineyard Vacations
- Menauhant Beach
- Miacomet Pond
- Nantucket Island Vacations
- Nantucket Lightship Basket Museum
- Nantucket Town Vacations
- Nantucket Vacations
- Nobska Lighthouse
- Old Silver Beach
- South Cape Beach State Park
- Surf Drive Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







