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 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

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 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.

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.

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

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.

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

Grasonville

Marc

RM404

RM449 total

includes taxes & fees

15 Nov - 16 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.

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

4. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

RM620

RM689 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

RM512

RM568 total

includes taxes & fees

18 Nov - 19 Nov

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.

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

6. Best Western Kent Narrows Inn

Grasonville

Wesley

RM367

RM407 total

includes taxes & fees

8 Nov - 9 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

RM345

RM383 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 bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

9. The Westin Annapolis

Annapolis

Bobbi

RM812

RM926 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

10. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

RM452

RM515 total

includes taxes & fees

20 Oct - 21 Oct

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

11. Crowne Plaza Annapolis by IHG

Annapolis

Jose

RM433

RM493 total

includes taxes & fees

15 Nov - 16 Nov

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

12. 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 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.

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.

13. The Wildset

Downtown St. Michaels

Sarah

RM935

RM1,130 total

includes taxes & fees

3 Nov - 4 Nov

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

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

14. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

RM388

RM442 total

includes taxes & fees

15 Nov - 16 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 spacious atrium with a high ceiling, skylights, and a patterned floor.

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

15. Graduate by Hilton Annapolis

Annapolis

Nadine

RM599

RM683 total

includes taxes & fees

26 Oct - 27 Oct

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 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.

16. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

RM911

RM1,039 total

includes taxes & fees

1 Nov - 2 Nov

17. 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

19 Oct - 20 Oct

18. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

RM432

RM492 total

includes taxes & fees

26 Oct - 27 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 bar area with a long counter, multiple stools, and a television above.

19. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

RM551

RM628 total

includes taxes & fees

27 Oct - 28 Oct

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 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

Graduate by Hilton Annapolis

10/10 Excellent

"Clean room, very nice decor and great staff"

St Michaels Inn

8/10 Good

"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

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

Best Western Annapolis

8/10 Good

"Noisy balcony"

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! (510 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

RM309

RM352 total

1 Nov - 2 Nov

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

RM327

RM360 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,001 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

RM367

RM407 total

8 Nov - 9 Nov

includes taxes & fees

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

15 Nov - 16 Nov

includes taxes & fees

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. Hilton Garden Inn Kent Island Marina

6. Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

8. Historic Inns of Annapolis

9. The Westin Annapolis

10. DoubleTree by Hilton Hotel Annapolis

11. Crowne Plaza Annapolis by IHG

12. SpringHill Suites by Marriott Annapolis

13. The Wildset

14. Holiday Inn Express & Suites Annapolis by IHG

15. Graduate by Hilton Annapolis

16. Annapolis Waterfront Hotel, Autograph Collection

17. Village Inn Annapolis MD

18. Hilton Garden Inn Annapolis Downtown

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

Graduate by Hilton Annapolis

St Michaels Inn

The Inn at Chesapeake Bay Beach Club

Annapolis Waterfront Hotel, Autograph Collection

Best Western Annapolis

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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