Kent Island Holidays from £786

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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 £1,040, price is now £786 per person
£786
per person
24 Jul - 29 Jul
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.2/10 Very Good! (1,012 reviews)
I stayed at Kellogg Conference Hotel for a week and had a very good experience. The hotel was clean, comfortable, and the service was great. I also appreciated the shuttle to Union Station, which made getting around much easier. The location is interesting and unique, especially being close to Gallaudet University and the Deaf community area. Overall, it was a pleasant stay and I would recommend it.

Reviewed on 15 Jun 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Save 100% on your flight
Price was £3,081, price is now £2,180 per person
£2,180
per person
6 Aug - 13 Aug
found 21 hours ago
Return direct flight included
London (LGW) to Baltimore (BWI)
9.2/10 Wonderful! (207 reviews)
Great location. Great restaurant. Not too busy. Rooms are well appointed although showing some wear. I will be back.

Reviewed on 15 Jun 2026

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Price was £1,546, price is now £1,133 per person
£1,133
per person
17 Aug - 21 Aug
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,099 reviews)
This hotel was one of my favorites when it was still the mandarin oriental. It just doesn’t have that same class and grace anymore. The staff are not well trained and everything takes an excessively long time. The food in the lounge was terrible. The cocktails were the same as a pub and lacked craft. Turn down service was completely skipped for me, so I had to call to get additional water and coffee pods. The tv’s do not have chromecast or app capabilities, leaving you with basic cable options. This hotel felt more like a 3/4 star rather than a 5 star. Not a horrible stay, but there are certainly much better options.

Reviewed on 14 Jun 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £1,352, price is now £1,020 per person
£1,020
per person
3 Aug - 9 Aug
found 20 hours ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
9/10 Wonderful! (1,189 reviews)
All front desk staff were great, Constance was the one I saw most, but what an awesome hospitality team you have here. I was very impressed and felt very cared for. Thank you from my heart

Reviewed on 15 Jun 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was £1,233, price is now £972 per person
£972
per person
3 Aug - 9 Aug
found 20 hours ago
Return direct flight included
Birmingham (BHX) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
We really liked the size of the room. It was in a nice walkable location and it was clean. Quick trip and very happy.

Reviewed on 14 Jun 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 £206 per night from 29 Jun to 30 Jun
£206
29 Jun - 30 Jun
includes taxes & fees
9.4/10 Exceptional! (458 reviews)
"The hotel was clean and the staff were really nice. More of a resort than a hotel. I would recommend for the perfect getaway."

Reviewed on 7 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 £148 per night from 5 Jul to 6 Jul
£148
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (144 reviews)
"Amazing place! Great location! Cannot wait to return!"

Reviewed on 14 Jun 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 1,313 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Kent Island attractions

Matapeake State Park

3.8/5 (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

Can I cancel my flight booking to Kent Island due to COVID-19?
If you haven't booked yet, go over the terms and conditions of your preferred airline. If you've already reserved your flight to Kent Island, click through to our Customer Service Portal. It will help you determine which COVID-19 policies apply to your reservation and advise the next steps.
What's the best way to find cheap flights to Kent Island that have flexible change policies?
We know that travel arrangements can change from one minute to the next, so locking in a flexible fare with Expedia is always a wise idea. Tick the "No change fee" box directly below the "Flexible change policies" filter. Your affordable, flexible flight to Kent Island is only a few clicks away.
What are some of the general tips for travellers to Kent Island during the COVID-19 outbreak?
With new COVID-19 rules and measures in place, travel looks a bit different at present. These are some handy things to know before you pack your suitcase for Kent Island:
  • Before locking in your flight, see if any travel bans or restrictions apply — in both your destination and origin. Get up-to-date information by reviewing government and travel websites.
  • When you pass through airport screening, do not remove your face mask. You will be required to lower it briefly for identification purposes. Passengers who refuse to wear a mask may be denied entry or boarding.
  • Do not hand your boarding pass directly to a TSA officer. Rather, position the pass on the reader and then hold it up for the agent to visually inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for screening.
  • To reduce handling during screening, put items such as your keys, wallet, phone and belt into your carry-on rather than into the bins.
  • Separate any food you have for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings.

Which airlines fly to Kent Island?
Reserve your fare with Southwest Airlines and start working on your Kent Island must-do list. This popular airline runs 5336 flights every month to Baltimore Washington Intl. Thurgood Marshall Airport (BWI), a central gateway.
How can I find cheap tickets to Kent Island?
To get your hands on a great deal to Kent Island, book well in advance. Also use Expedia's handy "flexible dates" link above your search results. This will display the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to Kent Island.
How much is a flight to Kent Island?
If you were flying one way from (), you could've locked in a cheap fare for just in the last seven days. Round-trip flights to Kent Island ranged from only to over the same period.
What are the most popular airports to fly into in Kent Island?
A major gateway to Kent Island, roughly 7430 flights touch down at Baltimore Washington Intl. Thurgood Marshall Airport (BWI) every month. Keep an eye out for a rewarding deal, book your fare and get set to enjoy the best of this fantastic region.
When is the cheapest time to fly to Kent Island?
Jet off early on in the week to bag a bargain airfare to Kent Island. Tuesday is routinely the most affordable day to fly, with Monday running a close second. Saturday typically has the costliest ticket prices. This is because a lot of people like to kick off their break on a weekend.
How much is a plane ticket to Kent Island?
In the last seven days, airfares to Kent Island ranged between and . Prices depend on the departure time, seating class, airline and how early you make your booking.
Which airlines with flights to Kent Island employ COVID-19 cleanliness policies?
As passengers and cabin crew take to the skies again, most popular airlines have introduced physical distancing and other necessary actions to help combat COVID-19. Here are some of them:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* 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.