Kent Island Holidays from AU$2,903

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Price was AU$3,678, price is now AU$2,903 per person
AU$2,903
per person
11 Dec - 15 Dec
found 11 hours ago
Return flight included
Sydney (SYD) to Washington (WAS)
8/10 Very Good! (1,015 reviews)
Staff was excellent

Reviewed on 10 Oct 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was AU$4,077, price is now AU$3,139 per person
AU$3,139
per person
11 Dec - 15 Dec
found 11 hours ago
Return flight included
Sydney (SYD) to Washington (WAS)
9/10 Wonderful! (1,044 reviews)
Proximity to the White House was great

Reviewed on 10 Oct 2025

Hotel Washington

Hotel Washington

5 out of 5
Downtown Washington D.C.
Price was AU$4,319, price is now AU$3,354 per person
AU$3,354
per person
11 Dec - 15 Dec
found 11 hours ago
Return flight included
Sydney (SYD) to Washington (WAS)
9/10 Wonderful! (2,351 reviews)
Great time and extremely helpful staff. Thank you

Reviewed on 11 Oct 2025

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Price was AU$4,479, price is now AU$3,492 per person
AU$3,492
per person
11 Dec - 15 Dec
found 11 hours ago
Return flight included
Sydney (SYD) to Washington (WAS)
9.4/10 Exceptional! (1,004 reviews)
This was such a great experience that i booked the hotel in Middleburg for Christmas!

Reviewed on 7 Oct 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was AU$4,002, price is now AU$3,150 per person
AU$3,150
per person
11 Dec - 15 Dec
found 11 hours ago
Return flight included
Sydney (SYD) to Washington (WAS)
9.4/10 Exceptional! (1,010 reviews)
Staff was not accommodating with late check out.

Reviewed on 10 Oct 2025

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

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 AU$372 per night from 9 Nov to 10 Nov
AU$372
9 Nov - 10 Nov
includes taxes & fees
9.4/10 Exceptional! (421 reviews)
"I've stayed at many hotels and this one.Tops them all with the dining menu and delicious food.That is offered. The accommodations are very comfortable."

Reviewed on 3 Oct 2025

The Inn at Chesapeake Bay Beach Club
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
9.8/10 Exceptional! (12 reviews)
"The location was great! And clean beautiful house"

Reviewed on 16 Sept 2025

Get rates
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
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
6.8/10 (5 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
See all 1,353 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
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
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.