Top 10 Hotels in Kent Island, MD from ₩106,664 - 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 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.

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

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

₩274,125

₩338,464 total

includes taxes & fees

Nov 2 - Nov 3

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

2. Kent Island Resort

Stevensville

Bethany

₩162,638

₩224,907 total

includes taxes & fees

Oct 28 - Oct 29

A clear blue pool with white fencing, red umbrellas, and outdoor seating.

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

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.

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

Marc

₩149,156

₩165,563 total

includes taxes & fees

Nov 11 - Nov 12

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.

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

4. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

₩202,890

₩225,208 total

includes taxes & fees

Oct 20 - Oct 21

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.

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

Charles

₩184,977

₩205,324 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

A restaurant with a counter, seating area, and a clock on the wall.

A reception desk with a clock, framed pictures, and a sign for express checkout.

6. Best Western Kent Narrows Inn

Grasonville

Wesley

₩119,972

₩133,170 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

₩120,559

₩133,820 total

includes taxes & fees

Nov 8 - Nov 9

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

₩265,625

₩302,813 total

includes taxes & fees

Oct 25 - Oct 26

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

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

9. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

₩141,195

₩160,963 total

includes taxes & fees

Oct 18 - Oct 19

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

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

10. Crowne Plaza Annapolis by IHG

Annapolis

Jose

₩140,154

₩159,776 total

includes taxes & fees

Oct 25 - Oct 26

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

A marina with multiple boats docked during sunset.

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

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

11. Historic Inns of Annapolis

Historic District

Ashley

₩114,366

₩176,027 total

includes taxes & fees

Oct 20 - Oct 21

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 golf course with a water hazard and surrounding trees.

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

12. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

₩684,752

₩753,227 total

includes taxes & fees

Nov 8 - Nov 9

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

13. Graduate by Hilton Annapolis

Annapolis

Mark

₩195,922

₩223,351 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

14. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

₩297,927

₩339,638 total

includes taxes & fees

Nov 2 - Nov 3

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 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 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

₩307,719

₩372,085 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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.

16. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

₩134,815

₩153,689 total

includes taxes & fees

Oct 19 - Oct 20

17. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

₩141,195

₩160,963 total

includes taxes & fees

Oct 25 - Oct 26

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

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

A hotel pool area with two pools, chairs, and a sunshade.

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

18. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

₩158,841

₩181,079 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 rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

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

19. St Michaels Inn

St. Michaels

Lynn

₩106,917

₩117,609 total

includes taxes & fees

Nov 4 - Nov 5

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

20. Rod 'N' Reel Resort

Chesapeake Beach

Kathleen K

₩192,992

₩214,221 total

includes taxes & fees

Oct 21 - Oct 22

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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

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Clean room. Great breakfast."

Best Western Annapolis

8/10 Good

"Noisy balcony"

Historic Inns of Annapolis

10/10 Excellent

"We stayed here overnight so that we didn't have to travel from MoCo to Annapolis for an early morning conference. We stayed in the Maryland Inn, it was quaint, very clean, and cute. We really enjoyed the property, its location to the water and the conference. We'd definitely stay here again."

Hilton Garden Inn Annapolis Downtown

8/10 Good

"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"all good. Very good when it comes to parking during a boat show."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"The hotel is well maintained and looks modern. Our room is clean and spacious. It has all the amenities I need, particularly microwave and refrigerator. It has a complimentary continental breakfast as well, basic and has limited options. What I like most of this hotel is the location! We are so near to a lot of restaurants, grocery store, department stores - I love my Target and Ross, and even movie theater. All in all, a great value hotel! We’ll definitely be staying here again in the future."

Sonesta ES Suites Annapolis

10/10 Excellent

"Shalinda was the most welcoming front desk staff i have ever encountered."

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

₩96,094

₩106,664 total

Oct 25 - Oct 26

includes taxes & fees

7.2/10 Good! (509 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

₩106,917

₩117,609 total

Nov 4 - Nov 5

includes taxes & fees

8/10 Very Good! (1,000 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

₩105,716

₩120,517 total

Oct 20 - Oct 21

includes taxes & fees

7.8/10 Good! (1,008 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

₩119,972

₩133,170 total

Nov 8 - Nov 9

includes taxes & fees

8/10 Very Good! (1,000 reviews)

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

₩119,930

₩136,719 total

Nov 3 - Nov 4

includes taxes & fees

9.2/10 Wonderful! (1,158 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

₩134,815

₩153,689 total

Oct 19 - Oct 20

includes taxes & fees

8.4/10 Very Good! (1,003 reviews)

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 ₩106,664

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kent Island

Check prices for these dates

Filter by

Star rating

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. Crowne Plaza Annapolis by IHG

11. Historic Inns of Annapolis

12. Inn at Perry Cabin

13. Graduate by Hilton Annapolis

14. Annapolis Waterfront Hotel, Autograph Collection

15. The Wildset

16. Holiday Inn Express & Suites Annapolis by IHG

17. Hilton Garden Inn Annapolis Downtown

18. SpringHill Suites by Marriott Annapolis

19. St Michaels Inn

20. Rod 'N' Reel Resort

Stay near popular Kent Island attractions

Matapeake State Park

Paul Reed Smith Guitars

Learn more about Kent Island

Top Kent Island Hotel Reviews

Crowne Plaza Annapolis by IHG

Best Western Annapolis

Historic Inns of Annapolis

Hilton Garden Inn Annapolis Downtown

Annapolis Waterfront Hotel, Autograph Collection

The Inn at Chesapeake Bay Beach Club

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Sonesta ES Suites Annapolis

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

St Michaels Inn

Best Western Annapolis

Best Western Kent Narrows Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Holiday Inn Express & Suites Annapolis by IHG

Hotels in Kent Island with star-rating

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