Top 10 Hotels in Kent Island, MD from ₩107,292 - 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 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

₩273,901

₩338,187 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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.

2. Kent Island Resort

Stevensville

Bethany

₩164,289

₩226,747 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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.

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

Grasonville

Marc

₩132,922

₩147,543 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Joseph

₩204,083

₩226,532 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

₩197,074

₩218,752 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

6. Best Western Kent Narrows Inn

Grasonville

Wesley

₩120,677

₩133,952 total

includes taxes & fees

Nov 9 - Nov 10

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 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.

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

₩113,588

₩126,082 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

8. The Westin Annapolis

Annapolis

Bobbi

₩267,187

₩304,593 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 DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

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

₩142,142

₩162,042 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

A marina with multiple boats docked during sunset.

10. Historic Inns of Annapolis

Historic District

Ashley

₩115,038

₩177,062 total

includes taxes & fees

Nov 12 - Nov 13

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.

11. Crowne Plaza Annapolis by IHG

Annapolis

Jose

₩147,692

₩168,369 total

includes taxes & fees

Oct 25 - Oct 26

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

12. Graduate by Hilton Annapolis

Annapolis

Mark

₩197,236

₩224,849 total

includes taxes & fees

Oct 26 - Oct 27

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

A golf course with a water hazard and surrounding trees.

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

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

13. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

₩712,948

₩784,243 total

includes taxes & fees

Nov 3 - Nov 4

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.

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

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

14. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

₩299,925

₩341,914 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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 buffet with labeled trays of turkey sausage and cookies.

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.

16. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

₩127,552

₩145,409 total

includes taxes & fees

Nov 15 - Nov 16

17. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

₩142,026

₩161,910 total

includes taxes & fees

Oct 25 - Oct 26

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

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

18. St Michaels Inn

St. Michaels

Lynn

₩107,546

₩118,301 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

19. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

₩159,775

₩182,144 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern bar area with a long counter and multiple bar stools.

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

₩194,127

₩215,481 total

includes taxes & fees

Oct 29 - Oct 30

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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

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Perfect place to stay! Classy. Clean comfortable amazing staff"

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"VERY AWESOME PLACE TO STAY"

Historic Inns of Annapolis

10/10 Excellent

"It was a great experience."

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Clean room. Great breakfast."

Best Western Annapolis

8/10 Good

"Noisy balcony"

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!"

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."

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

₩96,659

₩107,292 total

Oct 21 - Oct 22

includes taxes & fees

7.2/10 Good! (509 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

₩101,504

₩115,715 total

Nov 15 - Nov 16

includes taxes & fees

7.8/10 Good! (1,000 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

₩107,546

₩118,301 total

Nov 1 - Nov 2

includes taxes & fees

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

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

₩120,677

₩133,952 total

Nov 9 - Nov 10

includes taxes & fees

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

₩119,832

₩136,608 total

Oct 29 - Oct 30

includes taxes & fees

9.2/10 Wonderful! (1,159 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

₩127,552

₩145,409 total

Nov 15 - Nov 16

includes taxes & fees

Hotels in Kent Island with star-rating

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Find hotels in Kent Island, MD from ₩107,292

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kent Island

Check prices for these dates

Filter by

Star rating

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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. DoubleTree by Hilton Hotel Annapolis

10. Historic Inns of Annapolis

11. Crowne Plaza Annapolis by IHG

12. Graduate by Hilton Annapolis

13. Inn at Perry Cabin

14. Annapolis Waterfront Hotel, Autograph Collection

15. The Wildset

16. Holiday Inn Express & Suites Annapolis by IHG

17. Hilton Garden Inn Annapolis Downtown

18. St Michaels Inn

19. SpringHill Suites by Marriott Annapolis

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

Annapolis Waterfront Hotel, Autograph Collection

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Historic Inns of Annapolis

Crowne Plaza Annapolis by IHG

Best Western Annapolis

Hilton Garden Inn Annapolis Downtown

The Inn at Chesapeake Bay Beach Club

St Michaels Inn

Sonesta ES Suites Annapolis

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

Best Western Annapolis

St Michaels Inn

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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