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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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 $1,227, price is now CA $880 per person
CA $880
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)
As this was my first trip, I worried a lot about choosing the right place to stay. But this hotel gave me such a comfortable and restful stay. Everything was spotless, I had everything I needed, and I couldn’t have been happier with my experience. If I visit Washington, D.C. again, I will definitely choose this hotel. I would like to express my heartfelt thanks once again to the management for maintaining such high standards, to the housekeeping team for the care and dedication they put into keeping everything so clean, and to all the staff for always being so kind and welcoming. I highly recommend this hotel!

Reviewed on Nov 14, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $2,220, price is now CA $1,357 per person
CA $1,357
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $1,578, price is now CA $1,053 per person
CA $1,053
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Price was CA $3,189, price is now CA $2,187 per person
CA $2,187
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (1,001 reviews)

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 $1,847, price is now CA $1,334 per person
CA $1,334
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,229 reviews)
This is an exelent hotel and great service

Reviewed on Nov 13, 2026

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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 $258 per night from Dec 9 to Dec 10
CA $258
CA $323 total
Dec 9 - Dec 10
includes taxes & fees
9.4/10 Exceptional! (514 reviews)
"The perfect getaway weekend with my husband! Will definitely go back."

Reviewed on Nov 9, 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 $175 per night from Dec 1 to Dec 2
CA $175
CA $241 total
Dec 1 - Dec 2
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 1,315 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.
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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 $880. 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.