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

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Check availability on Kent Island Shopping Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Kent Island hotels with shopping nearby

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
£190
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club
Three birds perched on a wooden structure by the water.
A kitchen with a dining area, large windows, and a view of the outdoors.
A wooden deck with picnic tables and umbrellas, a covered seating area with chairs, and a house with large windows.
A kitchen with a central island, white cabinets, and a dining area with a table and chairs.

2. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
£1,036
includes taxes & fees
12 Oct - 13 Oct
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.
A spacious kitchen with a central island, wooden cabinets, and a dining area with a table and chairs.
A two-story house with a large front porch and a covered patio area.
A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.

3. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
United States
David R.
£932
includes taxes & fees
12 Oct - 13 Oct
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A patio with outdoor seating, overlooking a marina with boats.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
An indoor swimming pool with clear views of boats and water.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
Charles
£116
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Kent Island Marina
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
View from property

5. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
£171
includes taxes & fees
12 Oct - 13 Oct
The Westin Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
A swimming pool with lounge chairs and a brick building in the background.
A hotel lobby with a reception desk, a fireplace, and a colorful rug.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.

6. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
United States
Courtney
£84
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn & Suites Annapolis
Stylish kitchen with open layout and island seating
A poolside area with a white deck, lounge chairs, and a view of a swimming pool surrounded by trees.
Open-concept kitchen flowing into the living area
A beach with a wooden pier extending into calm waters, surrounded by greenery and a clear sky.

7. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
United States
Ana S.
£388
includes taxes & fees
13 Oct - 14 Oct
Pool Loft Suite | Bay Access & Beach Passes
A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.
An outdoor patio area with wicker furniture, including two sofas and a coffee table, set on a patterned tile floor with white pebbles.
A kitchen with wooden cabinets, granite countertops, and a dining table set with blue and white dishes.
A kitchen with wooden cabinets, a coffee maker, a paper towel dispenser, and a coffee bar station.

8. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
United States
William
£363
includes taxes & fees
1 Nov - 2 Nov
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
A house with a swimming pool, surrounded by a fence, and two red umbrellas.
A swimming pool with a curved edge, surrounded by a brick patio and a hedge.
A bedroom with a bed, a ceiling fan, a painting, and a door leading to another room.
A building with a balcony and large windows, surrounded by trees and a fence.

9. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
United States
John R.
£123
includes taxes & fees
12 Oct - 13 Oct
First Floor Studio Apartment in Historic Chestertown
A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.
An outdoor patio with a round table and chairs, a yellow umbrella, and a wooden deck.
A bedroom with a bed, a chair, a dresser, and a window with curtains.
A hallway with a wooden floor, a white door with a black frame, and a small window at the end.

10. The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
United States
James L.
£223
includes taxes & fees
12 Oct - 13 Oct
The Cozy Crab- Your Charming Haven in Lovely North Beach!
View all properties

Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Had an amazing stay here. The room was spotlessly clean from top to bottom. The linens were fresh, the bathroom was pristine, and everything felt completely sanitized. It’s rare to find a property that pays such close attention to detail. Fantastic housekeeping service!"
Shannon 1-night trip
Posted 1 hour ago
The Inn at Chesapeake Bay Beach Club
St Michaels Inn

St Michaels Inn

10/10 Excellent
"We travel to St micheals md, several times a year, during the oyster season. Usually we stay at hotels in easton, so this time we tried the st micheals inn. It's closer to the Cheasapeake Landing restaurant. We were placed in a room opposite the main street, which made for a very quiet evening. Much better than those hotels off rt.50. The breakfast was a "hot" breakfast and included with the stay. The beds are comfortable, and the showers hot and forceful."
William 1-night trip
Posted 2 hours ago
St Michaels Inn
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"The room at the Robert Johnson Inn was fine although they need a few new bed pillows (1 was very lumpy) and the air return needed to be thoroughly cleaned. Location was excellent for seeing the sites and being by the harbor."
William 4-night trip
Posted 9 hours ago
Historic Inns of Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Easy parking. Super comfy bed."
Kristen 1-night trip
Posted 1 day ago
The Westin Annapolis

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