Kent Island Vacation Packages 2026 from $427

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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.

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$427

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

8.8/10 Excellent! (1,009 reviews)

Hotel overall is great . Staff warm , helpful and welcoming. Public spaces are beautiful and well Maintined. Rooms need a refresh . Everything is clean . Restaurants are opened at limited times.

Reviewed on Sep 4, 2026

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.

$620

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (2,044 reviews)

Amazing!

Reviewed on Sep 5, 2026

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$610

per person

Nov 18 - Nov 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,249 reviews)

Lyle Washington D.C.

Northwest

Save 100% on your flight

$633

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,641 reviews)

InterContinental Washington D.C. - The Wharf by IHG

The Wharf

Save 100% on your flight

$1,482

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,223 reviews)

Excellent service,,cleans rooms and beautiful views !

Reviewed on Sep 4, 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

$214 nightly

$238 total

Sep 8 - Sep 9

Total with taxes and fees

Kent Island Resort

500 Kent Manor Dr Stevensville MD

$189 nightly

$206 total

Oct 6 - Oct 7

Total with taxes and fees

9.2/10 Wonderful! (184 reviews)

"We had a wonderful time at Kent Resort but there were"

Reviewed on Sep 5, 2026

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

7.4/10 Good! (10 reviews)

"Kate and her husband were amazing. They helped us every step of the way. Even met us there to help learn our way around the boat. Definitely going again"

Reviewed on Sep 2, 2026

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See all 1,319 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.