Top Residences in Kent Island in 2026

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Recommended hotels in Kent Island

A modern living room with a fireplace, a television mounted above it, and a comfortable seating area with a blue armchair and cushions.

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

Rp4.108.596 total

includes taxes & fees

9 Dec - 10 Dec

A large, two-story barn-style building with a covered front porch and a garage.

2. Kent Island Resort

Stevensville

Bethany

Rp3.050.192 total

includes taxes & fees

30 Nov - 1 Dec

Two Adirondack chairs facing a calm body of water with a clear sky above.

3. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Michelle

Rp1.913.812 total

includes taxes & fees

13 Dec - 14 Dec

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Michael

Rp2.688.547 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

5. Best Western Kent Narrows Inn

Grasonville

Holly

Rp1.801.989 total

includes taxes & fees

18 Nov - 19 Nov

A patio with outdoor seating, overlooking a marina with boats.

6. Hilton Garden Inn Kent Island Marina

Grasonville

Gamil

Rp2.400.245 total

includes taxes & fees

18 Nov - 19 Nov

A spacious lobby with a staircase, a reception desk, and a dining area.

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

Rp1.651.220 total

includes taxes & fees

13 Dec - 14 Dec

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

8. Historic Inns of Annapolis

Historic District

Christiaan

Rp2.085.423 total

includes taxes & fees

23 Nov - 24 Nov

A two-story house with a porch, a front door, and a small garden area.

9. The Wildset

Downtown St. Michaels

Dena

Rp4.426.541 total

includes taxes & fees

1 Dec - 2 Dec

10. St Michaels Inn

St. Michaels

John

Rp1.570.360 total

includes taxes & fees

3 Dec - 4 Dec

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

11. Knapps Narrows Marina & Inn

Sherwood

Mary Ann

Rp2.384.184 total

includes taxes & fees

15 Nov - 16 Nov

12. Village Inn Annapolis MD

Annapolis

"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."

Keith

Rp1.709.027 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

13. Crowne Plaza Annapolis by IHG

Annapolis

Jose

Rp2.120.840 total

includes taxes & fees

13 Dec - 14 Dec

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

14. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

Rp9.163.429 total

includes taxes & fees

7 Dec - 8 Dec

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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