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Our top choices for Kent Island hotels

Kent Island Resort

Stevensville

Leigh

฿7,127 total

includes taxes & fees

12 Aug - 13 Aug

The Inn at Chesapeake Bay Beach Club

Stevensville

Damika

฿9,636 total

includes taxes & fees

2 Aug - 3 Aug

Comfort Inn & Suites Chestertown

Chestertown

Davis

฿4,145 total

includes taxes & fees

16 Aug - 17 Aug

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Scott

฿4,280 total

includes taxes & fees

10 Aug - 11 Aug

Fairfield Inn & Suites by Marriott Easton

Easton

Kerri

฿4,978 total

includes taxes & fees

9 Aug - 10 Aug

Best Western Kent Narrows Inn

Grasonville

Brenda

฿4,480 total

includes taxes & fees

6 Aug - 7 Aug

St Michaels Inn

St. Michaels

Ben

฿3,624 total

includes taxes & fees

20 Jul - 21 Jul

Hyatt Place Kent Narrows & Marina

Grasonville

Uri

฿6,950 total

includes taxes & fees

12 Aug - 13 Aug

Quality Inn

Easton

Alexander

฿3,726 total

includes taxes & fees

13 Aug - 14 Aug

Hampton Inn Easton

Easton

LeAnne

฿5,388 total

includes taxes & fees

19 Jul - 20 Jul

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn Grasonville near Kent Island

Grasonville

Carol

฿3,889 total

includes taxes & fees

30 Jul - 31 Jul

Best Western Plus Easton Inn & Suites

Easton

Ruth

฿5,120 total

includes taxes & fees

27 Jul - 28 Jul

Historic Inns of Annapolis

Historic District

Caitlin

฿5,427 total

includes taxes & fees

21 Jul - 22 Jul

Holiday Inn Express Easton by IHG

Easton

Maura

฿5,709 total

includes taxes & fees

19 Jul - 20 Jul

Microtel Inn & Suites by Wyndham Gambrills

Gambrills

Erin

฿3,710 total

includes taxes & fees

16 Aug - 17 Aug

Village Inn Annapolis MD

Annapolis

Stephen

฿3,168 total

includes taxes & fees

19 Jul - 20 Jul

Red Roof Inn & Suites Chestertown

Chestertown

Anasmel

฿2,676 total

includes taxes & fees

27 Jul - 28 Jul

Hilton Garden Inn Kent Island Marina

Grasonville

Tammy

฿5,777 total

includes taxes & fees

6 Aug - 7 Aug

Econo Lodge Easton Route 50

Easton

michael

฿2,983 total

includes taxes & fees

2 Aug - 3 Aug

DoubleTree by Hilton Hotel Annapolis

Annapolis

Marie

฿4,404 total

includes taxes & fees

16 Aug - 17 Aug

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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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Learn more about Kent Island

Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm.

See all hotels in Kent Island

A coastal town with a marina, a bridge, and a highway.

Top Kent Island Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"I loved the historic building- upgraded with 21stC amenities of course- like electricity and an elevator. Bed was very cozy. Bathroom window faced St. Mary's church and bedroom faced Capitol bldg. A short 2 block walk to a city owned parking garage, $24 for 24 hours. Not bad. And the restaurants all close by. I've been to Annapolis many times, but never overnight, so this was a great spot that my Lady absolutely adored!"

Courtyard by Marriott Annapolis

8/10 Good

"Overall, my stay at the Courtyard by Marriott in Annapolis had several strong positives, but also a few maintenance and safety concerns that should be addressed. The room was very clean, and the bed was extremely comfortable — both the mattress and pillows made for a great night’s sleep. Breakfast at the Bistro was delicious, and the staff throughout the hotel were friendly and welcoming. I also enjoyed the pool area, which was clean and pleasant. That said, there were some issues that took away from the experience. I cut my finger on a broken elevator button, which definitely needs repair. The whirlpool jets were not working, so it functioned more like a hot tub than an actual whirlpool. More concerning, several of the side exit doors appeared to be broken: guests could enter from the outside, but could not exit from the inside. This was inconvenient, but more importantly, it seems like a potential fire code and safety issue. With some attention to maintenance and safety, this could be a much better stay. The staff, cleanliness, comfortable room, breakfast, and pool area were all highlights, but the hotel should prioritize fixing the broken doors, elevator button, and whirlpool jets."