Best Kent Island Hotels in 2026 - Fully Refundable Options

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

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Our top choices for Kent Island hotels

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

HK$1,501

HK$1,866 total

includes taxes & fees

19 Oct - 20 Oct

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

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

A large, two-story white house with a porch and multiple windows.

2. Kent Island Resort

Stevensville

Bethany

HK$1,264

HK$1,670 total

includes taxes & fees

28 Oct - 29 Oct

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

A modern food court with a central island, various food stations, and a yogurt display.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

Grasonville

Marc

HK$808

HK$897 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

An outdoor event area with round tables and a view of the water.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

HK$1,193

HK$1,324 total

includes taxes & fees

13 Oct - 14 Oct

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

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

5. Hilton Garden Inn Kent Island Marina

Grasonville

roney

HK$1,088

HK$1,207 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

A hotel room with a bed, a desk, a chair, a television, and artwork on the walls.

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

A kitchenette with a coffee machine, a framed picture, and a potted plant.

6. Best Western Kent Narrows Inn

Grasonville

Beth

HK$903

HK$1,002 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

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

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

HK$753

HK$836 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

8. The Westin Annapolis

Annapolis

Bobbi

HK$1,562

HK$1,780 total

includes taxes & fees

5 Oct - 6 Oct

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

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

A marina with multiple boats docked during sunset.

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

9. Historic Inns of Annapolis

Historic District

Ashley

HK$670

HK$1,033 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table set for two, overlooking a marina with boats.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

A waterfront area with boats docked, a clear sky, and buildings in the background.

10. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

HK$1,814

HK$2,068 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

11. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

HK$760

HK$867 total

includes taxes & fees

12 Oct - 13 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

12. Graduate by Hilton Annapolis

Annapolis

Humberto

HK$1,152

HK$1,313 total

includes taxes & fees

26 Oct - 27 Oct

A room with a view of a wooden deck and a gazebo by the water.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

A hotel room with a large bed, a chair, a desk, and a television.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

13. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

HK$4,026

HK$4,428 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

A hotel reception area with a reception desk, a television, and seating area.

14. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

HK$1,012

HK$1,154 total

includes taxes & fees

25 Oct - 26 Oct

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

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

15. The Wildset

Downtown St. Michaels

Sarah

HK$1,797

HK$2,173 total

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a seating area, a fireplace, and a bookshelf.

A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.

A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.

16. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

HK$894

HK$1,020 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A hotel with a covered entrance, large columns, and a brick facade.

A modern office setup with two monitors, a keyboard, and two wooden chairs.

A microwave, a coffee maker, and a refrigerator in a kitchen area.

17. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

HK$808

HK$921 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.

A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

A multi-story hotel with a brick facade, large windows, and an American flag.

18. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

HK$895

HK$1,020 total

includes taxes & fees

3 Nov - 4 Nov

A two-story building with a covered entrance and an American flag.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

19. St Michaels Inn

St. Michaels

Lynn

HK$699

HK$769 total

includes taxes & fees

5 Oct - 6 Oct

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

20. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Leslie

HK$747

HK$852 total

includes taxes & fees

25 Oct - 26 Oct

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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.

See properties

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

Top Kent Island Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Great Hotel in a very central location"

Best Western Annapolis

10/10 Excellent

"Check in was fast and easy. Front desk was helpful. Plenty of food and"

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"Supplies were well stocked. The kitchen had everything needed. Sheets and towels provided. Good location and beautiful views of the marsh and bay. Hal was readily available to answer questions. Perfect for our group of 5 ladies."

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10/10 Excellent

"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house is on a huge wooded lot, and the outside was great too. Highly recommend!"

Kent Island Resort

10/10 Excellent

"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

Floating 2 bed 2 bath condo stunning views of the bay

10/10 Excellent

"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"

Hotels in Kent Island with star-rating

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Kent Island hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kent Island

Check prices for these dates

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Our top choices for Kent Island hotels

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

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

4. Hyatt Place Kent Narrows & Marina

5. Hilton Garden Inn Kent Island Marina

6. Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

8. The Westin Annapolis

9. Historic Inns of Annapolis

10. Annapolis Waterfront Hotel, Autograph Collection

11. DoubleTree by Hilton Hotel Annapolis

12. Graduate by Hilton Annapolis

13. Inn at Perry Cabin

14. SpringHill Suites by Marriott Annapolis

15. The Wildset

16. Hilton Garden Inn Annapolis Downtown

17. Holiday Inn Express & Suites Annapolis by IHG

18. Crowne Plaza Annapolis by IHG

19. St Michaels Inn

20. Country Inn & Suites by Radisson, Annapolis, MD

Stay near popular Kent Island attractions

Matapeake State Park

Paul Reed Smith Guitars

Learn more about Kent Island

Top Kent Island Hotel Reviews

Graduate by Hilton Annapolis

Best Western Annapolis

240' Private Beachfront @Kent Island Love Point - Great for Families

St Michaels Inn

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Kent Island Resort

The Westin Annapolis

Floating 2 bed 2 bath condo stunning views of the bay

Hotels in Kent Island with star-rating

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