Kent Island Vacation Packages 2025/2026 from $343

Kent Island flight + hotel vacation packages

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

Historic Inns of Annapolis

Historic District

Save 100% on your flight

$343

per person

Oct 30 - Nov 3

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Graduate by Hilton Annapolis

Save 100% on your flight

$465

per person

Oct 30 - Nov 3

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

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

Hampton Inn Towson Downtown

Save 100% on your flight

$449

per person

Oct 30 - Nov 4

just found

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Sagamore Pendry Baltimore

Fells Point

Save 100% on your flight

$946

per person

Dec 4 - Dec 8

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Tysons Corner Marriott

Save 100% on your flight

$788

per person

Oct 25 - Oct 31

found 4 hours ago

Roundtrip flight included

Orlando (MCO) to Washington (DCA)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 9 conference rooms, 24-hour business center, and express check-in. Self parking, a coffee shop, and a snack bar/deli 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

$228 nightly

$253 total

Oct 26 - Oct 27

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

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Floating 2 bed 2 bath condo stunning views of the bay

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This houseboat features barbecue grills.

Kitchen

Pet friendly

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$158 nightly

$180 total

Oct 20 - Oct 21

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

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$121 total

Sep 29 - Sep 30

Total with taxes and fees

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

Country Inn & Suites by Radisson, Annapolis, MD

2600 Housley Road, Annapolis, MD

Free Cancellation

$101 nightly

$115 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

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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 $343, 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.