Kent Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith 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.
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
CA $1,442
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,249 reviews)
Second visit to DC, second visit to Sofitel Hotel. From start to finish the hotel does it right. The staff is courteous and accommodating. The rooms are spacious and clean. The food from the Opaline restaurant is fantastic!
Staying at the Sofitel made my trip to DC that more enjoyable. I highly recommend this property.
Reviewed on Sep 12, 2026
Residence Inn by Marriott Alexandria Old Town South at Carlyle
Eisenhower East
CA $950
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,001 reviews)
Pleasant and clean. Staff was very nice and helpful. The drawback was that the safe in our room was not working and we couldn't leave for the day without locking up our laptop and valuables. The staff was able to fix it eventually but it delayed our plans for the day while we waited in the room as they repaired it. Also the fridge made an annoying knocking sound, and one elevator was out of service. Overall the room was clean and comfortable, but they need to give some attention to maintenance.
The other thing I did not like is that even though they have what looks like secure parking with a gated entrance, when we drove up, the voice on the speaker at the entrance to the garage only asked if we were checking in. We said yes, and the security gate was raised. They did not ask our name. The garage is not secure if you're going to raise the gate for anyone saying they are checking in.
Reviewed on Sep 12, 2026
Club Quarters Hotel White House, Washington DC
Downtown Washington D.C.
CA $1,132
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (2,044 reviews)
Loved location and experience. Make sure you find local parking garage that is open on the weekends.
Reviewed on Sep 13, 2026
Ready to book your vacation to Kent Island?
Kent Island Hotel Deals
The Inn at Chesapeake Bay Beach Club
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
CA $265
CA $330 total
Sep 28 - Sep 29
includes taxes & fees
Kent Island Resort
500 Kent Manor Dr Stevensville MD
CA $196
CA $264 total
Oct 12 - Oct 13
includes taxes & fees
9.2/10 Wonderful! (185 reviews)
"Just a wonderful place, we had an amazing stay!"
Reviewed on Sep 6, 2026
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Stevensville MD
10/10 Exceptional! (217 reviews)
"The place was great"
Reviewed on Aug 29, 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.
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.
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.
Paul Reed Smith Guitars
Enjoy an outing to Paul Reed Smith Guitars during your stay in Stevensville. You can enjoy the restaurants while in the area.
Frequently asked questions
How much does a Kent Island vacation package cost?
Custom build your Kent Island vacation package from a low CA $774. 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.
