Kent Island Vacation Packages 2025/2026 from $182

Kent Island flight + hotel vacation packages

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

Hotel Arboretum

Northeast

Save 100% on your flight

per person

Aug 1 - Aug 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

per person

Sep 1 - Sep 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

SIXTY DC

Downtown Washington D.C.

Save 100% on your flight

per person

Sep 1 - Sep 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking is offered and the front desk is staffed around-the-clock.

Historic Inns of Annapolis

Historic District

Save 100% on your flight

per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

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.

Holiday Inn National Airport/Crystal City by IHG

Crystal City

Save 100% on your flight

per person

Sep 1 - Sep 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A free area shuttle is offered as well.

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

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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

Chesapeake Houseboat Getaway on Kent Island, Maryland

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This houseboat features barbecue grills.

Kitchen

Pet friendly

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

Free Cancellation

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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

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD

Free Cancellation

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.

Pet friendly

Parking included

Hilton Garden Inn Annapolis Downtown

174 West Street, Annapolis, MD

Free Cancellation

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

Pet friendly

Free WiFi

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St, Annapolis, MD

Free Cancellation

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.

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 $182, 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.