Kent Island Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Kent Island Vacation

Book a vacation package to Kent Island and travel on your own terms. You'll fall in love with its watersports, history and culture. Looking for ideas about where to stay on your trip to Kent Island? Chester is a top city you won't want to miss. Expedia has flights, hotels, car rentals and more to help you curate your own customized Kent Island vacation today.

Top Kent Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Oct 13 - Oct 17
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (WAS)
8/10 Very Good! (968 reviews)
Good location. Clean Room. Breakfast average. Laundry facility.

Reviewed on Aug. 13, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Oct 13 - Oct 17
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,821 reviews)
Bed was good food ok expensive

Reviewed on Aug. 11, 2025

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
per person
Oct 13 - Oct 17
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (WAS)
8.8/10 Excellent! (1,624 reviews)
Second floor of the hotel was super noisy, could hear doors slamming, traffic, people shouting and water running in other rooms.

Reviewed on Aug. 10, 2025

Hampton Inn & Suites Washington DC-Navy Yard

Hampton Inn & Suites Washington DC-Navy Yard

3 out of 5
Navy Yard
per person
Sep 22 - Sep 26
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
8.8/10 Excellent! (1,003 reviews)
Great hotel. Always our go to location when attending a Nationals game. Suite was wonderful. Great view of the stadium and the water.

Reviewed on Aug. 3, 2025

YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
per person
Oct 13 - Oct 17
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (WAS)
8.2/10 Very Good! (2,041 reviews)
Property was beautiful but a little bit over priced. Still a fabulous facility though

Reviewed on Aug. 12, 2025

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Kent Island Hotel Deals

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road, Stevensville, MD
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Aug 24 to Aug 25
CA $282
CA $348 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (408 reviews)
"Food is amazing, service is great and Hotel is beautiful. Always a great experience."

Reviewed on Aug. 11, 2025

The Inn at Chesapeake Bay Beach Club
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville
8/10 Very Good! (4 reviews)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby."

Reviewed on Jun. 7, 2025

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Floating 2 bed 2 bath condo stunning views of the bay
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville
9.8/10 Exceptional! (10 reviews)
A wonderful place with great hosts
"Everything was exactly as described on the listing. It’s the perfect spot for a peaceful and relaxing getaway, all while being close to a charming town. The hosts were very pleasant and easy to communicate with. I highly recommend this place!"

Reviewed on Jul. 14, 2025

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Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
See all 1,346 properties in Kent 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Kent Island

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

Chesapeake Exploration Center

Frequently asked questions

How much does a Kent Island vacation package cost?
Custom build your Kent Island vacation package from a low CA $637. Pick from any combination of hotels, flights and rental cars to craft the getaway you've been dreaming of. Remember to add on one or two experiences!
How do I get a cheap travel package to Kent Island?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you a pretty penny too. A Kent Island vacation package makes it a breeze to put together your dream adventure. With more than 550 airlines worldwide to pick from, finding flights that fit your busy schedule will be no sweat. Not only that, we've got over 1,000,000 hotel options globally to choose from. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach.
How far in advance should I book my Kent Island vacation?
It can be difficult to know when is the ideal time to book your vacation to Kent Island. But typically the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels up to a year before your departure date. If you're thinking of a last-minute getaway, no need to panic! There are terrific bargains popping up on Expedia every single day.
What does an Expedia Kent Island travel package include?
That depends on what you want. If you're traveling alone, you might decide to bundle hotels and flights. Taking the whole family to Kent Island? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Kent Island travel package?
A package can be easier on the hip pocket than individually booking all you need for your trip. For example, bundle your hotels, flights and rental cars and save a pretty penny. No matter your vacation plans, there's bound to be a package that matches your budget.
Can I choose my airline with a Kent Island Expedia vacation package?
With a vacation package, you're in control. Whether you're looking to fly to Kent Island in coach or first class, simply select from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Kent Island vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Kent Island vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.