Kent Island Vacation Packages 2026 from $272

Kent Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel Arboretum

Northeast

$272

per person

Mar 28 - Mar 30

found 1 day ago

Roundtrip flight included

Charleston (CHS) to Washington (DCA)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 4 onsite conference rooms. A gym is on site, and self parking and a 24-hour front desk are also offered.

Airlie Hotel

$498

per person

Mar 23 - Mar 26

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Washington (IAD)

2 outdoor tennis courts, an outdoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a seasonal outdoor pool on site.

Kellogg Conference Hotel at Gallaudet University

Northeast

$427

per person

Mar 28 - Mar 30

found 1 day ago

Roundtrip flight included

Charleston (CHS) to Washington (DCA)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

American Inn Of Bethesda

Bethesda Downtown

Save 100% on your flight

$442

per person

Apr 1 - Apr 7

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Washington (DCA)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a grocery/convenience store, and express check-out are also offered.

Hilton Washington DC Capitol Hill

Northwest

$411

per person

Mar 28 - Mar 30

found 1 day ago

Roundtrip flight included

Charleston (CHS) to Washington (DCA)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a snack bar/deli, and luggage storage are also offered.

Top Kent Island hotels deals

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$199 total

Feb 1 - Feb 2

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Spa

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

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This houseboat features barbecue grills.

Kitchen

Pet friendly

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

stevensville MD

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This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

Kent Island Resort

500 Kent Manor Dr Stevensville MD

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$158 total

Jan 27 - Jan 28

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.

Pool

Parking included

40' Bristol sailboat with spectacular views

Stevensville MD

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Stay at this houseboat in Stevensville. Enjoy balconies. Popular attractions Romancoke Wharf County Park and Matapeake State Park are located nearby.

Kitchen

Water view

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville MD

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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

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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.

Popular places to visit

Matapeake State Park

You can take time to visit Matapeake State Park during your travels to Stevensville. You can enjoy the restaurants while in the area.

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

Paul Reed Smith Guitars

Enjoy an outing to Paul Reed Smith Guitars during your stay in Stevensville. You can enjoy the restaurants while in the area.

Frequently asked questions

How much are vacation packages to Kent Island?

Starting at just $272, hotel and flight packages are an ideal way to stretch your vacation budget. Kent Island, here you come!

Where can I get the best vacation package deals for Kent Island?

You can snap up terrific Kent Island package deals with Travelocity. Pick from as many as 400 airlines and 1,000,000 worldwide properties and turn your travel dreams into a reality.

Why should I book my Kent Island vacation bundle with Travelocity?

We make traveling the world easy. Whether you're searching for a new destination to discover or want to ensure you get the best deal around, we're here to assist. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Can I save money on my Kent Island car rental if I book it with a hotel or flight?

Sure can. And our Kent Island vacation packages are the best way to do it. With just a few clicks you can save money and time by bundling your bookings. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Add some activities or experiences to your package and save on those too.