4 Stars Hotels in Kent Island: Compare Hotel Prices & Find the Cheapest Kent Island, Maryland 4 Stars Hotels

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

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Our top choices for Kent Island 4-star hotels

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 spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

₩125,013

₩142,515 total

includes taxes & fees

Oct 13 - Oct 14

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 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.

2. Graduate by Hilton Annapolis

Annapolis

Mark

₩196,685

₩224,222 total

includes taxes & fees

Oct 26 - Oct 27

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

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

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.

3. Rod 'N' Reel Resort

Chesapeake Beach

Kathleen K

₩193,527

₩214,816 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

4. The Westin Annapolis

Annapolis

Bobbi

₩266,660

₩303,993 total

includes taxes & fees

Oct 25 - Oct 26

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.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

5. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

₩299,088

₩340,960 total

includes taxes & fees

Nov 1 - Nov 2

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 residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

6. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

₩256,275

₩318,555 total

includes taxes & fees

Oct 19 - Oct 20

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A wooden console table with framed floral artwork, two lamps, and two ottomans.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

7. The Oaks Waterfront

Easton

Jeffrey

₩589,074

₩647,981 total

includes taxes & fees

Oct 12 - Oct 13

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Kent Island.

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

₩687,420

₩756,162 total

Nov 8 - Nov 9

includes taxes & fees

9.6/10 Exceptional! (405 reviews)

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD

₩468,772

₩534,405 total

Nov 1 - Nov 2

includes taxes & fees

9.6/10 Exceptional! (19 reviews)

Inn at 202 Dover

202 East Dover Street Easton MD

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Pool Spa Hot tub Breakfast included Waterpark

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Everything was great. Staff was very helpful"

Rod 'N' Reel Resort

10/10 Excellent

"Great local getaway on the water."

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Book 4 Star Hotels in Kent Island on Expedia.com

Kent Island 4 Stars Hotels

Change your mind

Treat yourself

Be picky

Check availability on Kent Island 4 Star Hotels

Our top choices for Kent Island 4-star hotels

1. DoubleTree by Hilton Hotel Annapolis

2. Graduate by Hilton Annapolis

3. Rod 'N' Reel Resort

4. The Westin Annapolis

5. Annapolis Waterfront Hotel, Autograph Collection

6. The Inn at Chesapeake Bay Beach Club

7. The Oaks Waterfront

Explore similar 5-star hotels

Inn at Perry Cabin

The Inn at Tacaro Estate

Inn at 202 Dover

Learn more about Kent Island

Top Kent Island Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

Explore a world of travel with Expedia