Kent Island Trip

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Top hotels in Kent Island

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 ₹21,483 per night from 4 Aug to 5 Aug
₹21,483
₹26,269 total
4 Aug - 5 Aug
includes taxes & fees
9.4/10 Exceptional! (468 reviews)
"The restaurant was wonderful and so was the staff. The grounds were gorgeous and interesting."

Reviewed on 24 Jun 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 ₹15,544 per night from 28 Jul to 29 Jul
₹15,544
₹20,499 total
28 Jul - 29 Jul
includes taxes & fees
9.4/10 Exceptional! (155 reviews)
"The building itself is in wonderful condition for its age. It’s a very charming property and the staff is helpful and accommodating. We came to stay in 100+ degree weather and when there was an issue with the AC in our room not being able to keep up (understandable) they moved things around to get ..."

Reviewed on 5 Jul 2026

Kent Island Resort
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ₹8,586 per night from 12 Jul to 13 Jul
₹8,586
₹13,044 total
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (1,880 reviews)
"Possible renovation needed. Maryland Inn. Dated rooms, smell mold in air but ok. Saw a few roaches. Unmanned building and felt a little uncomfortable with an old door and key entry. Staff was great though....from Valet to front desk to maintenance. Might try a different location in Annapolis of the ..."

Reviewed on 6 Jul 2026

Historic Inns of Annapolis
See all 1,313 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.

Stay near popular Kent Island attractions

Matapeake State Park

7.6/10 (4 reviews)
Matapeake State Park features serene Chesapeake Bay views from its beach and trails. Enjoy panoramic Bay Bridge vistas while picnicking, or visit the separate dog-friendly beach area.
See properties

Frequently asked questions

How much does a Kent Island holiday package cost?
Custom build your Kent Island holiday package from a low . 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 holiday 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 holiday?
It can be difficult to know when is the ideal time to book your holiday 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 travelling 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 holiday plans, there's bound to be a package that matches your budget.
Can I choose my airline with a Kent Island Expedia holiday package?
With a holiday 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 holiday 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 holiday 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.