Kent Island Vacation Packages 2026 from $193

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Your Kent Island Vacation

Book a vacation package to Kent Island and travel on your own terms. You'll fall in love with its watersports, history and culture. Looking for ideas about where to stay on your trip to Kent Island? Chester is a top city you won't want to miss. Expedia has flights, hotels, car rentals and more to help you curate your own customized Kent Island vacation today.

The Latest Kent Island vacation packages

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

Holiday Inn Columbia East-Jessup by IHG

Save 100% on your flight

$193

per person

Dec 8 - Dec 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.8/10 Excellent! (1,000 reviews)

It was a great stay, everything was clean and comfortable.

Reviewed on Oct 21, 2026

The Quincy, an Ascend Collection Hotel

Downtown Washington D.C.

$320

per person

Dec 30 - Jan 3

found 2 days ago

Roundtrip flight included

Miami (MIA) to Baltimore (BWI)

9.2/10 Wonderful! (1,161 reviews)

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

$411

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,285 reviews)

The Potomac Hotel, Autograph Collection

Southwest

Save 100% on your flight

$1,050

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,072 reviews)

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$222

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,011 reviews)

The perfect place to stay! Very clean and comfortable. The Union Market is right there, with anything you would want to eat!

Reviewed on Oct 21, 2026

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Stay near popular Kent Island attractions

Matapeake State Park

7.6/10 (4 reviews)

Matapeake State Park features serene Chesapeake Bay views from its beach and trails. Enjoy panoramic Bay Bridge vistas while picnicking, or visit the separate dog-friendly beach area.

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Paul Reed Smith Guitars

Witness master luthiers transform raw wood into world-class electric guitars at this renowned factory. The 90-minute guided tour reveals meticulous craftsmanship from wood selection to final assembly.

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Kent Island Hotel Deals

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

Fully refundableReserve now, pay when you stay

$237 nightly

$263 total

Nov 15 - Nov 16

Total with taxes and fees

9.4/10 Exceptional! (504 reviews)

"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"

Reviewed on Oct 19, 2026

Kent Island Resort

500 Kent Manor Dr Stevensville MD

$155 nightly

$169 total

Nov 16 - Nov 17

Total with taxes and fees

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

Stevensville MD

10/10 Exceptional! (25 reviews)

"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house ..."

Reviewed on Sep 28, 2026

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See all 1,330 properties in Kent Island

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.