Kent Island Holidays from £645

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
20 Sept - 27 Sept
found 6 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
8/10 Very Good! (848 reviews)
It was a nice set up. The designs and decorations were nice. The bed was very comfortable. The only disappointment was the guests in other rooms that were loud and disruptive after late night hours. But the staff did rectify the issue when it was brought to their attention.

Reviewed on 28 Jul 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
11 Oct - 17 Oct
found 1 day ago
Return direct flight included
London (LHR) to Washington (DCA)
10/10 Exceptional! (12 reviews)
Very nice and clean hotel, very friendly team, neat and impressive technology equipped rooms, I would highly recommend it to friends and family

Reviewed on 25 Jul 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
per person
11 Oct - 17 Oct
found 11 hours ago
Return direct flight included
London (LHR) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on 21 Jul 2025

Pendry Washington DC - The Wharf

Pendry Washington DC - The Wharf

5 out of 5
Southwest
Save 100% on your flight
per person
11 Oct - 17 Oct
found 1 day ago
Return direct flight included
London (LHR) to Washington (DCA)
9.2/10 Wonderful! (307 reviews)
Great place to stay!!

Reviewed on 27 Jul 2025

The Graham Georgetown

The Graham Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
11 Oct - 17 Oct
found 1 day ago
Return direct flight included
London (LHR) to Washington (WAS)
8.8/10 Excellent! (1,674 reviews)
We only stayed one night but it was a lovely place, nice room and in a great location to explore Georgetown

Reviewed on 28 Jul 2025

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
The price is £189 per night from 24 Aug to 25 Aug
£189
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (403 reviews)
"A gem of a hotel, rooms were nicely furnished and clean, staff are wonderful, nice grounds, good food. No complaints here!"

Reviewed on 20 Jul 2025

The Inn at Chesapeake Bay Beach Club
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville, MD
8/10 Very Good! (4 reviews)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby."

Reviewed on 7 Jun 2025

Get rates
Floating 2 bed 2 bath condo stunning views of the bay
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
9.8/10 Exceptional! (10 reviews)
A wonderful place with great hosts
"Everything was exactly as described on the listing. It’s the perfect spot for a peaceful and relaxing getaway, all while being close to a charming town. The hosts were very pleasant and easy to communicate with. I highly recommend this place!"

Reviewed on 14 Jul 2025

Get rates
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
See all 1,345 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Kent Island travel package cost?
The most affordable Kent Island travel package is £645, 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.

* 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.