Kent Island Holidays from £749

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Your Kent Island Holiday

Travel on your own terms with an Kent Island holiday package. Whether you're off to Chester to experience its watersports, history and culture, or someplace else, our package deals make travel planning easy. With so much to see and do on a trip to Kent Island, it can be difficult to know where to begin. Kick off your travels in Chester at Chesapeake Bay Bridge and Sandy Point Beach — two leading attractions here. Another great city to add to your itinerary is Romancoke. Don't miss St. Michaels Winery and Chesapeake Bay Maritime Museum. Expedia is a one-stop shop for organising your Kent Island holiday. From flights and hotels, to activities and more, we know how to curate a travel experience like no other.

Top Kent Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was £1,063, price is now £749 per person
£749
per person
21 Oct - 27 Oct
found 12 hours ago
Return flight included
London (LON) to Baltimore (BWI)
8.4/10 Very good! (1,001 reviews)

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
Price was £2,144, price is now £1,361 per person
£1,361
per person
21 Oct - 27 Oct
found 12 hours ago
Return flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,210 reviews)

Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was £1,301, price is now £896 per person
£896
per person
21 Oct - 27 Oct
found 12 hours ago
Return flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (2,173 reviews)

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was £1,597, price is now £1,155 per person
£1,155
per person
15 Sept - 22 Sept
found 1 day ago
Return direct flight included
London (LGW) to Baltimore (BWI)
8.8/10 Excellent! (1,007 reviews)
I highly recommend. This is a nice hotel, with a affordable luxury vibe. Room lighting, furniture, and layout were great. Very clean. Staff were very helpful and efficient. Fitness room was a little bigger and better equipped than most at this price point. My only minor complaint is that the TV Google Chromecast wouldn't work (I use Chromecast regularly...I think the TV may have been on a different network than the guest wifi). All said, I will likely stay here again for my periodic business travel to this part of DC.

Reviewed on 30 Jul 2026

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Price was £1,515, price is now £1,122 per person
£1,122
per person
21 Oct - 27 Oct
found 12 hours ago
Return flight included
London (LON) to Baltimore (BWI)
8.8/10 Excellent! (1,181 reviews)
This is a beautiful place to be at. Very fr

Reviewed on 29 Jul 2026

Kent Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)

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 £197 per night from 31 Aug to 1 Sept
£197
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (472 reviews)
"We liked all that the hotel offered"

Reviewed on 28 Jul 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 £153 per night from 19 Aug to 20 Aug
£153
19 Aug - 20 Aug
includes taxes & fees
9.2/10 Wonderful! (170 reviews)
"Staff was friendly and helpful and it was a special treat to meet Paul the GM. Will definitely go back and bring friends and family next time"

Reviewed on 30 Jul 2026

Kent Island Resort
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
7.2/10 Good! (9 reviews)
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"

Reviewed on 21 May 2026

Get rates
Floating 2 bed 2 bath condo stunning views of the bay
See all 1,310 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 Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

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 travel package cost?
The most affordable Kent Island travel package is £749, so your dream holiday can become a reality — without a hefty price tag. Combine flights, hotels, car rentals and more to create a package that matches your travelling style.
If I'm not able to travel, can I cancel my Kent Island travel package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Kent Island travel package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For more information, look up our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Kent Island?
Browse and lock in everything all in one place with our Kent Island holiday packages. You'll find deals on flights, hotels and more that'll keep your bank account happy and your sense of adventure alive. And, with more than 550 airlines and 1,000,000 hotel options globally to choose from, you have countless opportunities to mix and match as you please.
Does Expedia offer Book Now, Pay Later Kent Island holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan that works for you during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If paying just a small amount each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

How far in advance should I book my Kent Island holiday?
Savvy travellers often book as early as possible. You can normally look up international fares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, don't worry. Cheap prices sometimes occur in the last weeks before departure dates.
What does an Expedia Kent Island travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to build your ideal Kent Island package. Once you've made your booking, you can add on the fun things like tours and experiences. Don't forget — the more you bundle, the more you stand to save!
What should I know before booking a Kent Island travel package?
Our prices are already low. However, you'll snap up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Kent Island Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Simply select the carrier that suits you and create the perfect Kent Island holiday.

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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. Flight-inclusive packages are ATOL protected.