Kent Island Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Northwest
Price was CA $1,194, price is now CA $850 per person
CA $850
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9/10 Wonderful! (186 reviews)

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,879, price is now CA $1,183 per person
CA $1,183
per person
Dec 24 - Dec 30
found 3 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Rooms were short on closet space and no dressers to put clothes for an 8 day stay

Reviewed on Nov 9, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was CA $1,584, price is now CA $1,130 per person
CA $1,130
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,229 reviews)

The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Price was CA $1,301, price is now CA $938 per person
CA $938
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,072 reviews)
Valet was responsive and prompt. Raul at check was one of my favorite parts. Room amenities were modernized and fun. View was blah. We found a sock behind the nightstand. Otherwise beautiful property, well-trained and customer oriented staff. Dogan is phenomenal.

Reviewed on Nov 8, 2026

Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Price was CA $1,331, price is now CA $965 per person
CA $965
per person
Dec 24 - Dec 30
found 3 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.2/10 Wonderful! (1,633 reviews)
Many amenities, rooftop, speakeasy, restaurant, spa, make sure you plan accordingly

Reviewed on Nov 9, 2026

Ready to book your vacation to Kent Island?

 

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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 $256 per night from Dec 9 to Dec 10
CA $256
CA $320 total
Dec 9 - Dec 10
includes taxes & fees
9.4/10 Exceptional! (513 reviews)
"1. A rug on the floor instead of carpeting or wood --- I personally tripped over it 3 separate times -- fortunately I did not fall -- especially since i'm 83. 2. No Room service. 3. Dining room did not open until 4 pm. 4. Had to go out for breakfast. 5. Had to go out for lunch. 6 Had to go out for ..."

Reviewed on Nov 8, 2026

The Inn at Chesapeake Bay Beach Club
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
The price is CA $173 per night from Nov 30 to Dec 1
CA $173
CA $239 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (190 reviews)
"We had a balcony that was private to our room. Because it was the off season, we were the only ones that stayed there. Had the whole place to ourselves."

Reviewed on Nov 6, 2026

Kent Island Resort
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 MD
10/10 Exceptional! (25 reviews)
"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house ..."

Reviewed on Sep 28, 2026

Get rates
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
See all 1,322 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
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Stay near popular Kent Island attractions

Matapeake State Park

7.6/10 (4 reviews)
You can take time to visit Matapeake State Park during your travels to Stevensville. You can enjoy the restaurants while in the area.
See properties

Frequently asked questions

How much does a Kent Island vacation package cost?
Custom build your Kent Island vacation package from a low CA $850. 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.

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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.