Chappaquiddick Island Vacation Packages

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Top Chappaquiddick Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Hyannis by IHG

Holiday Inn Hyannis by IHG

3 out of 5
per person
Sep 3 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hyannis (HYA)
8.2/10 Very Good! (896 reviews)
The checkin was smooth and quick. The hallways are very dated, however the room was comfortable. The bed was great and the room was clean. My only concern was how often they clean the bathroom. There was hair all over the shower floor. Overall, it was a comfortable stay.

Reviewed on Jul. 31, 2025

The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2 out of 5
per person
Sep 8 - Sep 12
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Vineyard Haven (MVY)
8/10 Very Good! (3 reviews)
Property was updated however the refrigerator even on low froze $200 worth of food purchased for my trip. There were flies everywhere. We could not figure out where they came in but it was very frustrating to spend every evening killing 10 or more flies. Maintenance came but did not resolve the issue. Also other guests had their dogs off lease and it was a problem that was not addressed. I had a very small dog that I could hardly walk because of the inconsideration of some other guests with dogs. I hope to hear from management to at least get food reimbursement.

Reviewed on Jul. 25, 2025

Chapter House

Chapter House

3.5 out of 5
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Hyannis (HYA)
9.2/10 Wonderful! (151 reviews)
The property was absolutely stunning. We also had a problem with the shower and having hot water and they immediately accommodated us by putting us in the main house. Wonderful stay!

Reviewed on Jul. 13, 2025

Inn on Main

Inn on Main

3.5 out of 5
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Hyannis (HYA)
10/10 Exceptional! (68 reviews)
Terrific B&B on Cape Cod - super dog friendly and very hospitable! Excellent breakfasts, charming space, and wonderful hosts. It’s a very convenient mid-Cape location, you will not regret booking with them.

Reviewed on May 10, 2025

Courtyard By Marriott Cape Cod Hyannis

Courtyard By Marriott Cape Cod Hyannis

3 out of 5
per person
Sep 3 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Hyannis (HYA)
8.8/10 Excellent! (466 reviews)
This courtyard was clean. Room is nice and tidy. Housekeeping was in and refreshed our room. Starbucks onsite was great! Reception was great and greeted us. Comfortable for a family of 5

Reviewed on Jul. 14, 2025

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Chappaquiddick Island Hotel Deals

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from Aug 4 to Aug 5
CA $273
CA $312 total
Aug 4 - Aug 5
includes taxes & fees
7.8/10 Good! (54 reviews)
Did the trick
"Clean room, building and rooms are a bit dated. Would return, fairly priced."

Reviewed on Jul. 13, 2025

Iris Hotel Cape Cod
The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
The price is CA $439 per night from Sep 1 to Sep 2
CA $439
CA $515 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (146 reviews)
"Super cute hotel! Great location and very friendly staff. Would definitely stay there again."

Reviewed on Jul. 30, 2025

The Beachside
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Sep 1 to Sep 2
CA $117
CA $148 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (814 reviews)
"Parking was not an issue. Room's were spacious and clean and beds comfortable. There was minimal towels in bathroom and the TV kept freezing up for a second or two at times. The pool towels, when available were very small. The handle on the pool stairs was very wobbly, and pool needs renovating. ..."

Reviewed on Jul. 31, 2025

Hyannis Plaza Hotel
See all 3,405 properties in Chappaquiddick Island
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.
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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.

Edgartown Lighthouse

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.

Katama Beach

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 wineries.

Lighthouse Beach

What to do in Chappaquiddick Island

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $21
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

CA $69
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $69
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Chappaquiddick Island

Frequently asked questions

How much does a Chappaquiddick Island vacation package cost?
Say yes to new adventures with our Chappaquiddick Island vacation packages, which start from just CA $861. Choose the flights and hotels that suit your travel style. Then, add on a couple of tours or experiences for an unforgettable escape.
How do I get a cheap travel package to Chappaquiddick Island?
Combine your flights and hotels, throw in extras such as tours, and save with a Chappaquiddick Island vacation package. You won't just enjoy amazing discounts on your adventure — you'll have loads of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties all over the world. Your next epic adventure begins right here, right now!
How far in advance should I book my Chappaquiddick Island vacation?
Travelers are usually able to look up international fares on Expedia within 12 months of the departure date. Booking last minute? With a stroke of luck, it's still possible to purchase a cheaper ticket only weeks before your flight.
What does an Expedia Chappaquiddick Island travel package include?
Expedia has all you need to book your Chappaquiddick Island getaway, but how you structure your package is your call. Select from any combination of rental cars, flights and hotels. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them too. No matter your budget or style, there's a vacation package to meet your needs.
What should I know before booking a Chappaquiddick Island travel package?
We already have low prices. However, you'll enjoy an even better deal if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Chappaquiddick Island Expedia vacation package?
With a vacation package, you're always in charge. Whether you're eager to fly to Chappaquiddick Island in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Chappaquiddick Island vacation package?
We totally understand — life doesn't always go according to plan. If you've booked a Chappaquiddick Island vacation package and have to change or cancel it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook for free. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.

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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.