Kent Island Vacation Packages 2026 from $421

Kent Island flight + hotel vacation packages

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

Phoenix Park Hotel

Northwest

Save 100% on your flight

$421

per person

Aug 3 - Aug 7

found 12 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and express check-out are also offered.

The Waypoint

West Rehoboth

Save 100% on your flight

$527

per person

Aug 14 - Aug 17

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Baltimore (BWI)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and a virtual front desk are also provided.

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$826

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

Club Wyndham National Harbor

Save 100% on your flight

$1,124

per person

Sep 7 - Sep 13

found 17 hours ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

2 hot tubs, an indoor pool, and a 24-hour gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free WiFi.

The Watergate Hotel

Northwest

Save 100% on your flight

$577

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Make the most of the 24-hour gym and a rooftop terrace, and relax with drinks at one of the 3 bars/lounges.

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

$249 nightly

$276 total

Jun 30 - Jul 1

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Pool

Spa

Kent Island Resort

500 Kent Manor Dr Stevensville MD

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$198 total

Jul 5 - Jul 6

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

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

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD

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This houseboat features barbecue grills.

Kitchen

Pet friendly

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville MD

Get rates

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

Historic Inns of Annapolis

58 State Circle Annapolis MD

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$148 total

Jul 6 - Jul 7

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

Pet friendly

Free WiFi

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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 $421, 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.