𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Kent Island from S$102 (2026) - Fully Refundable Options

A coastal town with a marina, a bridge, and a highway.

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Go beyond your typical stay in Kent Island

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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 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.

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

S$323

includes taxes & fees

2 Nov - 3 Nov

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

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

2. Kent Island Resort

Stevensville

S$214

includes taxes & fees

28 Oct - 29 Oct

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

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

S$144

includes taxes & fees

18 Oct - 19 Oct

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

S$216

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

5. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

S$197

includes taxes & fees

20 Oct - 21 Oct

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

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

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

S$128

includes taxes & fees

9 Nov - 10 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 breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

S$128

includes taxes & fees

8 Nov - 9 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.

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

8. Historic Inns of Annapolis

Historic District

Ashley

S$169

includes taxes & fees

20 Oct - 21 Oct

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

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.

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

9. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

S$154

includes taxes & fees

18 Oct - 19 Oct

10. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

S$154

includes taxes & fees

10 Nov - 11 Nov

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

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

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.

11. Crowne Plaza Annapolis by IHG

Annapolis

Jose

S$153

includes taxes & fees

25 Oct - 26 Oct

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

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

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

12. St Michaels Inn

St. Michaels

Lynn

S$113

includes taxes & fees

1 Nov - 2 Nov

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 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.

13. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

S$147

includes taxes & fees

20 Oct - 21 Oct

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

14. Graduate by Hilton Annapolis

Annapolis

Mark

S$214

includes taxes & fees

26 Oct - 27 Oct

A conference room with a large table, chairs, water bottles, and a flat-screen TV on the wall.

A kitchenette with a coffee maker, a microwave, a sink, and a framed picture of a bridge.

A gym with exercise equipment, including a treadmill, stationary bike, and weights.

15. Hilton Garden Inn Annapolis

Annapolis

Glenn

S$135

includes taxes & fees

11 Nov - 12 Nov

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

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

16. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

S$174

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A gym with treadmills, weight machines, and dumbbells.

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

A modern lobby with a reception desk, seating area, and a patterned rug.

17. Sonesta ES Suites Annapolis

Edgewater

Dennis

S$137

includes taxes & fees

1 Nov - 2 Nov

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

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.

A bar area with a long counter, multiple stools, and a television above.

18. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

S$197

includes taxes & fees

27 Oct - 28 Oct

19. 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

S$121

includes taxes & fees

26 Oct - 27 Oct

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

20. Best Western Plus Easton Inn & Suites

Easton

Donna

S$182

includes taxes & fees

14 Oct - 15 Oct

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Hotels recommended for families in Kent Island

The Inn at Chesapeake Bay Beach Club

Stevensville

S$323

includes taxes & fees

2 Nov - 3 Nov

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

S$144

includes taxes & fees

18 Oct - 19 Oct

Hyatt Place Kent Narrows & Marina

Grasonville

S$216

includes taxes & fees

26 Oct - 27 Oct

Hilton Garden Inn Kent Island Marina

Grasonville

S$197

includes taxes & fees

20 Oct - 21 Oct

Best Western Kent Narrows Inn

Grasonville

S$128

includes taxes & fees

9 Nov - 10 Nov

Quality Inn Grasonville near Kent Island

Grasonville

S$128

includes taxes & fees

8 Nov - 9 Nov

Historic Inns of Annapolis

Historic District

S$169

includes taxes & fees

20 Oct - 21 Oct

DoubleTree by Hilton Hotel Annapolis

Annapolis

S$154

includes taxes & fees

18 Oct - 19 Oct

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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.

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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

"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!"

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"The staff at this hotel was very helpful, but the hotel design was meandering and confusing. I had a very long walk through twisting corridors to reach my room. No carts or bell staff seemed to be available."