Kent Island Vacation Packages 2026 from $298

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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.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$298

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,002 reviews)

Beautiful hotel. Loved it and convenient. Shuttle bus even picks up up and drop you off right in front from Amtrak station to hotel. Staff was wonderful. Arwa clean. Literally in a college campus.

Reviewed on Aug 28, 2026

The Poppy Georgetown

Northwest

$830

per person

Oct 16 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (589 reviews)

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$1,000

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

9.6/10 Exceptional! (108 reviews)

Furnished Apartments

Ashton Heights

Save 100% on your flight

$652

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (4 reviews)

Location is excellent. Walking distance to pretty much everything you need. Space was very comfortable, clean, and the bed was excellent for sleeping. Lots of light and windows. Host was helpful and able to accommodate my schedule needs too.

Reviewed on Apr 1, 2025

Phoenix Park Hotel

Northwest

Save 100% on your flight

$461

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (2,172 reviews)

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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

$215 nightly

$238 total

Sep 8 - Sep 9

Total with taxes and fees

9.4/10 Exceptional! (482 reviews)

"Everything was amazing. This has been the perfect place for a little staycation with my husband. Loved it all!"

Reviewed on Aug 28, 2026

Kent Island Resort

500 Kent Manor Dr Stevensville MD

$196 nightly

$214 total

Sep 14 - Sep 15

Total with taxes and fees

9.2/10 Wonderful! (181 reviews)

"A charming property and great location. The staff was pleasant and accommodating. We had dinner at the restaurant, which was fabulous."

Reviewed on Aug 27, 2026

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

7.2/10 Good! (9 reviews)

"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"

Reviewed on May 21, 2026

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See all 1,313 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.