Kent Island Vacation Packages

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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.
The Normandy Hotel
Salamander Washington DC
Airlie Hotel
YOTEL Washington DC
Hotel Arboretum

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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 $241 per night from Apr. 21 to Apr. 22
CA $241
CA $302 total
includes taxes & fees
Apr 21 - Apr 22
9.4/10 Exceptional! (380 reviews)
"Beautiful place"

Reviewed on Apr. 11, 2025

The Inn at Chesapeake Bay Beach Club
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
stevensville
10/10 Exceptional! (171 reviews)
Great place
"We all had wonderful stay at Love point!"

Reviewed on Apr. 9, 2025

240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Kent Island Resort
Kent Island Resort
3.5 out of 5
500 Kent Manor Dr, Stevensville, MD
Fully refundableReserve now, pay when you stay
The price is CA $340 per night from Apr. 22 to Apr. 23
CA $340
CA $433 total
includes taxes & fees
Apr 22 - Apr 23
9.2/10 Wonderful! (101 reviews)
"Absolutely perfect!!!"

Reviewed on Mar. 30, 2025

Kent Island Resort
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.

Frequently asked questions

How much does a Kent Island vacation package cost?
Custom build your Kent Island vacation package from a low CA $606. 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.

Discover the most popular places to visit in Kent Island

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.