Kent Island Vacation Packages 2025/2026 from $347

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

$347

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (WAS)

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.

The Churchill Hotel near Embassy Row

Northwest

Save 100% on your flight

$508

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (WAS)

This aparthotel 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. Limo/town car service, a computer station, and dry cleaning are also on offer.

Omni Shoreham Hotel

Northwest

Save 100% on your flight

$587

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (WAS)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Families will appreciate the children's pool and picnic area. Enjoy the outdoor pool and perks like free WiFi.

Hyatt House Washington DC / Downtown / Convention Center

Downtown Washington D.C.

Save 100% on your flight

$676

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (WAS)

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$762

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (WAS)

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.

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

$248 nightly

$275 total

Sep 1 - Sep 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.

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.

Floating 2 bed 2 bath condo stunning views of the bay

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This houseboat features barbecue grills.

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$163 total

Sep 8 - Sep 9

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.

Graduate by Hilton Annapolis

126 West St, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$183 total

Sep 2 - Sep 3

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 free WiFi in public areas, conference space, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Country Inn & Suites by Radisson, Annapolis, MD

2600 Housley Road, Annapolis, MD

Free Cancellation

$101 nightly

$115 total

Sep 1 - Sep 2

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.

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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 $347, 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.