Top 10 Hotels in Kent Island, MD from ￥12,581 - Competitive Prices

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

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

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

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

￥30,108

￥37,425 total

includes taxes & fees

Oct 19 - Oct 20

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 rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

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

2. Kent Island Resort

Stevensville

Bethany

￥20,290

￥27,753 total

includes taxes & fees

Oct 28 - Oct 29

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

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 reception desk with a modern design, a digital display, and a check-in counter.

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

￥16,277

￥18,067 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

￥23,929

￥26,561 total

includes taxes & fees

Oct 13 - Oct 14

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

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

An indoor swimming pool with clear views of boats and water.

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

roney

￥21,817

￥24,217 total

includes taxes & fees

Oct 19 - Oct 20

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

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A wooden pavilion with picnic tables and benches, a grill, and a red bench.

A gym with exercise equipment, a bench, and a wall-mounted mirror.

6. Best Western Kent Narrows Inn

Grasonville

Beth

￥17,080

￥18,958 total

includes taxes & fees

Oct 4 - Oct 5

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

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

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

￥15,171

￥16,840 total

includes taxes & fees

Nov 1 - Nov 2

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 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

￥31,329

￥35,715 total

includes taxes & fees

Oct 27 - Oct 28

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.

9. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

￥15,252

￥17,387 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

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

10. Graduate by Hilton Annapolis

Annapolis

princess

￥23,196

￥26,443 total

includes taxes & fees

Oct 26 - Oct 27

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

A historic brick building with a red roof, multiple windows, and a central staircase.

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

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

11. Historic Inns of Annapolis

Historic District

Ashley

￥16,740

￥24,468 total

includes taxes & fees

Oct 18 - Oct 19

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

A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

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

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

12. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

￥18,577

￥21,178 total

includes taxes & fees

Oct 12 - Oct 13

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.

13. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

￥20,386

￥23,240 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A restaurant with a yellow cushioned bench, wooden tables, and chairs.

14. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

￥18,012

￥20,533 total

includes taxes & fees

Nov 2 - Nov 3

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

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

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.

15. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

￥15,961

￥18,195 total

includes taxes & fees

Oct 6 - Oct 7

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

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

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

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.

16. The Wildset

Downtown St. Michaels

Sarah

￥36,189

￥43,759 total

includes taxes & fees

Nov 2 - Nov 3

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

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

A golf course with a water hazard and surrounding trees.

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

17. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

￥81,069

￥89,176 total

includes taxes & fees

Oct 26 - Oct 27

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

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

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

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

18. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

￥36,537

￥41,652 total

includes taxes & fees

Nov 1 - Nov 2

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

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

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

A hotel room with two beds, a chair, and a painting on the wall.

19. St Michaels Inn

St. Michaels

Lynn

￥14,027

￥15,429 total

includes taxes & fees

Oct 13 - Oct 14

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

A swimming pool with a tiled edge, wooden chairs, and tables around it.

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

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

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

Annapolis

Leslie

￥15,044

￥17,151 total

includes taxes & fees

Oct 25 - Oct 26

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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

Best Western Annapolis

8/10 Good

"Everything was fine. I came back very late at night and found my key wouldn't work but the desk person got it straightened out with no problem at all."

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Sonesta ES Suites Annapolis

10/10 Excellent

"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy choices . I enjoyed my stay!!"

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

10/10 Excellent

"This is an excellent setting for my wife's 70th birthday, with three children, their spouses/significant others, and four dogs. The owner was congenial and extremely easy to work with and communicate with. The owner does not understate when saying that the house is well-furnished with what one would need for an extended stay, including spices, cooking oil, storage options, etc. The rooms are comfortable and spacious. The porches have beautiful and expansive views of the water, and the beach was so relaxing. the one issue that we had was with the locking mechanism to get in. We are older and our short-term memory is limited. There was a resulting bit of a dance to enter the code in a timely fashion into the lock to open it. It was helpful to have younger people who are digitally quicker. Otherwise, an excellent stay and we look forward to the next time we can stay."

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."

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"

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

￥11,334

￥12,581 total

Oct 12 - Oct 13

includes taxes & fees

Best Western Annapolis

2520 Riva Rd Annapolis MD

￥12,612

￥14,378 total

Oct 12 - Oct 13

includes taxes & fees

7.8/10 Good! (1,002 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

￥14,027

￥15,429 total

Oct 13 - Oct 14

includes taxes & fees

8/10 Very Good! (1,003 reviews)

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

￥14,854

￥16,934 total

Nov 1 - Nov 2

includes taxes & fees

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

￥15,961

￥18,195 total

Oct 6 - Oct 7

includes taxes & fees

8.4/10 Very Good! (1,001 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

￥17,080

￥18,958 total

Oct 4 - Oct 5

includes taxes & fees

Hotels in Kent Island with star-rating

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Book Hotels in Kent Island on Expedia.com

Find hotels in Kent Island, MD from ￥12,581

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kent Island

Check prices for these dates

Filter by

Property class

Guest rating

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. DoubleTree by Hilton Hotel Annapolis

10. Graduate by Hilton Annapolis

11. Historic Inns of Annapolis

12. Crowne Plaza Annapolis by IHG

13. SpringHill Suites by Marriott Annapolis

14. Hilton Garden Inn Annapolis Downtown

15. Holiday Inn Express & Suites Annapolis by IHG

16. The Wildset

17. Inn at Perry Cabin

18. Annapolis Waterfront Hotel, Autograph Collection

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

Best Western Annapolis

St Michaels Inn

Sonesta ES Suites Annapolis

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

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

Kent Island Resort

Floating 2 bed 2 bath condo stunning views of the bay

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

Best Western Annapolis

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Holiday Inn Express & Suites Annapolis by IHG

Best Western Kent Narrows Inn

Hotels in Kent Island with star-rating

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