Kent Island Vacation Packages 2026 from $324

Kent Island flight + hotel vacation packages

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

The Georgetown House

Northwest

Save 100% on your flight

$324

per person

Dec 3 - Dec 7

found 18 hours ago

Roundtrip flight included

Orlando (MCO) to Baltimore (BWI)

Free WiFi in public areas and express check-in are available at this hotel.

Hotel Laurance

Save 100% on your flight

$767

per person

Oct 20 - Oct 25

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Baltimore (BWI)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a library, and express check-in are also on offer.

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$653

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A terrace, a lobby fireplace, and a computer station are also on offer.

The Georgetown Inn

Northwest

Save 100% on your flight

$648

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

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

Stony Court at Bryce Mountain by Coolvacay

Save 100% on your flight

$340

per person

Oct 20 - Oct 25

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Baltimore (BWI)

This condo features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A sauna and barbecue grills are also provided.

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

$223 nightly

$247 total

Oct 4 - Oct 5

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

$171 nightly

$186 total

Oct 12 - Oct 13

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

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville MD

Get rates

This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

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

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

Stevensville MD

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

Kitchen

Washer

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$95 total

Sep 27 - Sep 28

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

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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.

Stay near popular Kent Island attractions

Matapeake State Park

7.6/10 (4 reviews)

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

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Frequently asked questions

How much are vacation packages to Kent Island?

Starting at just $324, 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.