10 Best Kent County Beach Resorts for 2026 | Expedia

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

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

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Top Cities in Kent County

A lakeside town with a marina, a bridge, and a mix of residential and commercial buildings.

Two people in a red canoe on a body of water with a sunset and a bridge in the background.

Check availability on Kent County Beach Hotel

Tonight

Tomorrow

Nov 10 - Nov 11

This weekend

Nov 13 - Nov 15

Next weekend

Nov 20 - Nov 22

Our top choices for Kent County beach hotels

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Chestertown

CA $151 total

includes taxes & fees

Dec 6 - Dec 7

A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Chestertown

CA $113 total

includes taxes & fees

Nov 15 - Nov 16

A row of motel rooms with stone walls and red doors.

3. Driftwood Inn

Chestertown

CA $100 total

includes taxes & fees

Nov 11 - Nov 12

A boat deck with a white bench and a view of a calm lake and distant trees.

4. Inn at Huntingfield Creek

Rock Hall

CA $220 total

includes taxes & fees

Nov 16 - Nov 17

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

5. The Lodge at Great Oak Landing

Chestertown

Escape to waterfront tranquility with a private beach just 0.25 miles away, where sandy shores, volleyball courts, and loungers await.

CA $174 total

includes taxes & fees

Nov 11 - Nov 12

A two-story house with a covered porch, a staircase, and a garden area.

6. Haven Point Inn and Gallery

Rock Hall

A beach scene with palm trees and a calm body of water.

7. Inn at Haven Harbour

Rock Hall

Property grounds

8. Great Oak Manor

Chestertown

A spacious dining area with large windows offering a view of the outdoors.

9. Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Rock Hall

A deck with a table and chairs, overlooking a lake with docks and a grassy area.

10. Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Chestertown

Relax on your private mini beach or paddle along the river, with scenic sunsets and water adventures waiting right outside

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Top Kent County Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent

"We liked the location of inn which was near Main St and the dock area"

Sonesta ES Suites Baltimore BWI Airport

Sonesta ES Suites Baltimore BWI Airport

10/10 Excellent

"The rooms were nice. We had a small issue with getting to the hotel late from a later flight and the housekeeping was not able to get us some much-needed towels and blankets, for the people in our room. However, it was clean, and everything else in the room was nice and allowed our stay to be restful and safe."

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent

"Very friendly staff. Room was clean and bed was comfortable. Free breakfast in the morning with eggs, meat, waffles, and other items. Parking was a little tight late in the evening on the weekend but we were always able to find a spot. Convenient to rental car area and airport."

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