Kent Island Holidays from AU$3,128

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Your Kent Island Holiday

Book a holiday 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 customised Kent Island holiday today.

The Latest Kent Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was AU$3,813, price is now AU$3,128 per person
AU$3,128
per person
17 Mar - 22 Mar
found 1 day ago
Return flight included
Darwin (DRW) to Baltimore (BWI)
8.6/10 Excellent! (1,008 reviews)
The room was very pleasant - I would have preferred a higher floor but bed was comfortable and room was clean. Check in was easy - I was at hotel only to sleep so I didn't utilize restaurant or bar area but they looked really nice.

Reviewed on 31 Dec 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was AU$4,483, price is now AU$3,607 per person
AU$3,607
per person
17 Mar - 22 Mar
found 1 day ago
Return flight included
Darwin (DRW) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
The room was very clean and the staff very friendly. Highly recommended.

Reviewed on 9 Jan 2026

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was AU$4,682, price is now AU$3,927 per person
AU$3,927
per person
17 Mar - 22 Mar
found 1 day ago
Return flight included
Darwin (DRW) to Washington (DCA)
9.2/10 Wonderful! (1,438 reviews)
Everything was nice and pleasant. Only thing to note was the floor boards seemed to have shifted apart in some areas of my room.

Reviewed on 7 Jan 2026

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Price was AU$3,988, price is now AU$3,345 per person
AU$3,345
per person
17 Mar - 22 Mar
found 1 day ago
Return flight included
Darwin (DRW) to Baltimore (BWI)
9/10 Wonderful! (1,002 reviews)
The bathrooms are somewhat outdated but not a big deal. The hotel is currently under renovation so the gym was closed, the front desk offered to give me a coupon to the nearest Planet Fitness which was great but they never delivered it to my room as requested. For a one night stay it was central and valet parking was a breeze.

Reviewed on 10 Jan 2026

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Price was AU$3,981, price is now AU$3,356 per person
AU$3,356
per person
17 Mar - 22 Mar
found 1 day ago
Return flight included
Darwin (DRW) to Washington (DCA)
9.2/10 Wonderful! (1,093 reviews)
Love this hotel, very comfortable and convenient, everything is new style even in an old building. The service is great too. Just the microwave is a little hard to find

Reviewed on 10 Jan 2026

Kent Island Holiday

Kent Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Top Sights
Matapeake State Park, Love Point State Park and Matapeake State Park

Our pick of the best Kent Island Hotel Deals

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
6.2/10 (7 reviews)
Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...

Reviewed on 8 Oct 2025

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Floating 2 bed 2 bath condo stunning views of the bay
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 AU$312 per night from 18 Jan to 19 Jan
AU$312
18 Jan - 19 Jan
includes taxes & fees
9.4/10 Exceptional! (433 reviews)
We had a wonderful stay at the Chesapeake Bay Beach Club and couldn’t have asked for a better place to celebrate our 3rd anniversary. From the moment we arrived, the staff was fantastic—friendly, welcoming, and genuinely attentive throughout our stay. Our room was very nice, clean, and well maintained, ...

Reviewed on 17 Dec 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 MD
10/10 Exceptional! (187 reviews)
My friends and I absolutely loved our stay here. Hal was very responsive and made the check in and out as smooth as possible. He was available for any questions we had and made sure we had the best trip possible. 15 of us and 1 dog stayed here very comfortably, we would definitely return :)

Reviewed on 5 Jan 2026

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240' Private Beachfront @Kent Island Love Point - Great for Large Groups
See all 1,305 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
All Inclusive Holidays
Cheap Holidays
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beach holidays
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Beach Holidays

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.

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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.