
Kent Island Holidays from £630
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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

Hilton Club The District Washington D.C.
Reviewed on 28 Oct 2026

Sofitel Washington DC Lafayette Square
Reviewed on 29 Oct 2026


Lyle Washington D.C.
Reviewed on 29 Oct 2026

The Jefferson, Washington, DC
Reviewed on 24 Oct 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

Kent Island Resort

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house ..."
Reviewed on 28 Sept 2026
Stay near popular Kent Island attractions
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- Adelphi Holidays
- Annapolis Holidays
- Baltimore Museum of Art
- Baltimore Holidays
- Benjamin Banneker Historical Park & Museum
- Blackwater National Wildlife Refuge
- Breezy Point Beach
- Chesapeake Beach Holidays
- Choptank River Lighthouse
- Christ Episcopal Church
- Clinton Holidays
- Dorsey Holidays
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- Hammond-Harwood House
- Harriet Tubman Underground Railroad National Historical Park
- Hippodrome Theatre
- Visit Kent Island
- Laurel Holidays
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- Marley Holidays
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- National Aquarium in Baltimore
- Oriole Park at Camden Yards
- Port Discovery Childrens Museum
- Visit Shady Side
- Spocott Windmill
- U.s. Naval Academy
- Uss Constellation
- Washington Holidays
- Waterloo Holidays
* 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.










