Kent Island Hotel & Accommodation Deals 2026 from NZ$142 - 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

NZ$449

includes taxes & fees

2 Nov - 3 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 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 rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

2. Kent Island Resort

Stevensville

Bethany

NZ$298

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

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

Grasonville

Marc

NZ$196

includes taxes & fees

8 Nov - 9 Nov

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

Karen

NZ$301

includes taxes & fees

18 Oct - 19 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

NZ$274

includes taxes & fees

20 Oct - 21 Oct

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

A wooden pavilion with picnic tables and benches, a grill, and a red bench.

A hotel room with a bed, a desk, a flat-screen TV, and artwork on the walls.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

6. Best Western Kent Narrows Inn

Grasonville

Beth

NZ$178

includes taxes & fees

8 Nov - 9 Nov

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

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

NZ$179

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.

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

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

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

8. Historic Inns of Annapolis

Historic District

Ashley

NZ$250

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a seating area, a fireplace, and a bookshelf.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.

A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

A restaurant with a yellow cushioned bench, wooden tables, and chairs.

9. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

NZ$215

includes taxes & fees

25 Oct - 26 Oct

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.

10. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

NZ$215

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

11. Graduate by Hilton Annapolis

Annapolis

Mark

NZ$298

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

12. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

NZ$274

includes taxes & fees

27 Oct - 28 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 multi-story hotel with a brick facade, large windows, and an American flag.

13. Crowne Plaza Annapolis by IHG

Annapolis

Jose

NZ$213

includes taxes & fees

25 Oct - 26 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.

14. The Westin Annapolis

Annapolis

Bobbi

NZ$404

includes taxes & fees

12 Oct - 13 Oct

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

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

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

15. St Michaels Inn

St. Michaels

Lynn

NZ$168

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 buffet with various food items, including omelets and baked goods, in stainless steel containers.

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

16. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

NZ$193

includes taxes & fees

9 Nov - 10 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 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.

17. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

NZ$242

includes taxes & fees

9 Nov - 10 Nov

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

18. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

NZ$453

includes taxes & fees

2 Nov - 3 Nov

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

NZ$169

includes taxes & fees

12 Oct - 13 Oct

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

A gym with treadmills, elliptical machines, and exercise balls.

A hotel lobby with a reception desk, seating area, and dining space.

A hotel room with a large bed, a desk with a laptop, a television, and a door with a curtain.

20. Best Western Annapolis

Annapolis

Silvia

NZ$161

includes taxes & fees

13 Oct - 14 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.

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

Recent Reviews in Kent Island

The Westin Annapolis

10/10 Excellent

"Easy parking. Super comfy bed."

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"A great hotel with a great staff!"

Crowne Plaza Annapolis by IHG

10/10 Excellent

"The only suggestion is there should be complimentary coffee in the lobby in the morning"

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"The house was perfect for a 50th reunion with high school friends. Plenty of room to spread out, the grounds are gorgeous and pet friendly! Our host was quick to respond to any questions. The location is convenient, lots of fun things in the area, winery around the corner! Not far from Annapolis, hope to come again soon."

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10/10 Excellent

"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house is on a huge wooded lot, and the outside was great too. Highly recommend!"

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."

Floating 2 bed 2 bath condo stunning views of the bay

10/10 Excellent

"Kate and her husband were amazing. They helped us every step of the way. Even met us there to help learn our way around the boat. Definitely going again"

More cheap accommodation in Kent Island

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

NZ$142

20 Oct - 21 Oct

includes taxes & fees

Best Western Annapolis

2520 Riva Rd Annapolis MD

NZ$161

13 Oct - 14 Oct

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

NZ$168

1 Nov - 2 Nov

includes taxes & fees

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

NZ$178

8 Nov - 9 Nov

includes taxes & fees

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

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

NZ$190

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,155 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

NZ$193

9 Nov - 10 Nov

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

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Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Kent Island

Check prices for these dates

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Property class

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. Hilton Garden Inn Annapolis Downtown

10. DoubleTree by Hilton Hotel Annapolis

11. Graduate by Hilton Annapolis

12. Fairfield Inn & Suites By Marriott Annapolis

13. Crowne Plaza Annapolis by IHG

14. The Westin Annapolis

15. St Michaels Inn

16. Holiday Inn Express & Suites Annapolis by IHG

17. SpringHill Suites by Marriott Annapolis

18. Annapolis Waterfront Hotel, Autograph Collection

19. Village Inn Annapolis MD

20. Best Western Annapolis

Stay near popular Kent Island attractions

Matapeake State Park

Paul Reed Smith Guitars

Learn more about Kent Island

Top Kent Island Hotel Reviews

Recent Reviews in Kent Island

The Westin Annapolis

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Crowne Plaza Annapolis by IHG

240' Private Beachfront @Kent Island Love Point - Great for Families

St Michaels Inn

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Kent Island Resort

Floating 2 bed 2 bath condo stunning views of the bay

More cheap accommodation 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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