𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Kent Island from RM326 (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 bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

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

RM873

RM1,073 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

2. Kent Island Resort

Stevensville

Bethany

RM499

RM689 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Grasonville

Marc

RM429

RM476 total

includes taxes & fees

8 Nov - 9 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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

RM620

RM689 total

includes taxes & fees

25 Oct - 26 Oct

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

A lobby with a reception desk, a clock, and a wall-mounted deer head.

5. Best Western Kent Narrows Inn

Grasonville

Wesley

RM367

RM407 total

includes taxes & fees

8 Nov - 9 Nov

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

6. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

RM512

RM568 total

includes taxes & fees

18 Nov - 19 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 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.

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

RM341

RM378 total

includes taxes & fees

15 Nov - 16 Nov

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.

A marina with multiple boats docked during sunset.

8. Historic Inns of Annapolis

Historic District

Jennifer

RM350

RM538 total

includes taxes & fees

30 Oct - 31 Oct

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.

9. The Westin Annapolis

Annapolis

Bobbi

RM812

RM926 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a white desk, a round mirror, a flat-screen TV, a coffee maker, a black office chair, a bed, and a door.

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

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

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

10. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

RM448

RM511 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

11. SpringHill Suites by Marriott Annapolis

Annapolis

Kaiya

RM486

RM554 total

includes taxes & fees

9 Nov - 10 Nov

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

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

12. The Wildset

Downtown St. Michaels

Sarah

RM935

RM1,130 total

includes taxes & fees

3 Nov - 4 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 bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

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

13. Crowne Plaza Annapolis by IHG

Annapolis

Jose

RM429

RM489 total

includes taxes & fees

16 Nov - 17 Nov

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

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 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.

14. Graduate by Hilton Annapolis

Annapolis

Nadine

RM599

RM683 total

includes taxes & fees

26 Oct - 27 Oct

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

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

A breakfast setup with a flat-top griddle, a coffee machine, and a sign directing to the breakfast area.

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

15. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

RM388

RM442 total

includes taxes & fees

16 Nov - 17 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.

16. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

RM911

RM1,039 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk with a television, a chair, and a balcony with a view of the city.

A conference room with multiple round tables and chairs, large windows with curtains, and a patterned carpet.

17. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

RM429

RM489 total

includes taxes & fees

1 Nov - 2 Nov

18. 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

RM339

RM386 total

includes taxes & fees

20 Oct - 21 Oct

An outdoor patio with tables, chairs, and a fire feature.

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

A modern dining area with multiple tables and chairs, large windows with a view of greenery, and decorative wall mirrors.

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

19. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

RM551

RM628 total

includes taxes & fees

27 Oct - 28 Oct

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

A golf course with a water hazard and surrounding trees.

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

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

20. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

RM2,004

RM2,204 total

includes taxes & fees

18 Nov - 19 Nov

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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

10/10 Excellent

"Super nice staff, Clean rooms, comfortable bed, good breakfast and close to restaurants and less than 5miles to City Dock. I was in Annapolis for work for 5 days, I recommend this hotel, thank you!"

Sonesta ES Suites Annapolis

8/10 Good

"My husband and I were traveling with our 14 month-old son. The room was a good size and had two separate bedrooms, which worked out really well for us. There was a strong odor when we first arrived to our room. We travel with an air purifier for our son, as he sometimes has sinus issues, so that helped. The room itself was a bit dated, although well laid out. The fridge, microwave and dishwasher were all really nice to have. We didn’t get to use the fireplace, as we purchased a log, but we didn’t have a lighter or matches and the property didn’t either. The breakfast every morning was great! Fresh food snd fresh ingredients. Kitchen staff was incredibly friendly and good with our son, too. I’d say 7.5/10, but if they were to update the room and eliminate the odor, I feel like it’d be a 9/10."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"

Historic Inns of Annapolis

10/10 Excellent

"Room was great tv reception was not."

Rod 'N' Reel Resort

10/10 Excellent

"Loved the balcony."

St Michaels Inn

10/10 Excellent

"Great location. Very clean."

Graduate by Hilton Annapolis

10/10 Excellent

"Extremely spacious, nicely appointed room."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

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

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."

More cheap stays in Kent Island

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

RM294

RM326 total

26 Oct - 27 Oct

includes taxes & fees

7.2/10 Good! (511 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

RM309

RM352 total

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,006 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

RM327

RM360 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,006 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

RM367

RM407 total

8 Nov - 9 Nov

includes taxes & fees

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

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

RM364

RM415 total

1 Nov - 2 Nov

includes taxes & fees

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

RM388

RM442 total

16 Nov - 17 Nov

includes taxes & fees

8.4/10 Very good! (1,007 reviews)

Kent Island hotels from RM326

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. Best Western Kent Narrows Inn

6. Hilton Garden Inn Kent Island Marina

7. Quality Inn Grasonville near Kent Island

8. Historic Inns of Annapolis

9. The Westin Annapolis

10. DoubleTree by Hilton Hotel Annapolis

11. SpringHill Suites by Marriott Annapolis

12. The Wildset

13. Crowne Plaza Annapolis by IHG

14. Graduate by Hilton Annapolis

15. Holiday Inn Express & Suites Annapolis by IHG

16. Annapolis Waterfront Hotel, Autograph Collection

17. Hilton Garden Inn Annapolis Downtown

18. Village Inn Annapolis MD

19. Fairfield Inn & Suites By Marriott Annapolis

20. Inn at Perry Cabin

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

Sonesta ES Suites Annapolis

The Inn at Chesapeake Bay Beach Club

Historic Inns of Annapolis

Rod 'N' Reel Resort

St Michaels Inn

Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Kent Island Resort

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

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