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 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.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

Fabiana

₩135,016

₩153,918 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

2. Graduate by Hilton Annapolis

Annapolis

Patricia

₩215,128

₩245,246 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

3. Annapolis Waterfront Hotel, Autograph Collection

Historic District

Deanna

₩297,759

₩339,446 total

includes taxes & fees

Sep 1 - Sep 2

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

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

A modern bar area with a long counter and multiple bar stools.

A restaurant with a high ceiling, large windows, and a central bar area.

4. Rod 'N' Reel Resort

Chesapeake Beach

Tessa

₩136,544

₩197,639 total

includes taxes & fees

Sep 3 - Sep 4

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.

5. The Westin Annapolis

Annapolis

susan greco

₩233,835

₩266,572 total

includes taxes & fees

Aug 30 - Aug 31

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.

6. The Inn at Chesapeake Bay Beach Club

Stevensville

Jamie

₩265,118

₩329,429 total

includes taxes & fees

Sep 8 - Sep 9

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

A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

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.

7. The Oaks Waterfront

Easton

Jeffrey

₩608,051

₩668,856 total

includes taxes & fees

Sep 24 - Sep 25

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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

₩615,028

₩676,530 total

Sep 7 - Sep 8

includes taxes & fees

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD

₩548,793

₩625,625 total

Aug 27 - Aug 28

includes taxes & fees

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

Rod 'N' Reel Resort

10/10 Excellent

"The staff went out of their way for me and I complimented them on how well they took care of the property"

The Westin Annapolis

10/10 Excellent

"Walking distance from the historic main street."

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The location of the hotel was awesome along with our balcony view. However you should not have to pay an additional $50 per day to park your car especially since the garage up the street is Therefore the guests are getting pentalized to park at the hotel . Additionally the front desk women were rude and condescending"

Graduate by Hilton Annapolis

10/10 Excellent

"I arrived late following a long-distance sailboat race across the Chesapeake Bay. “Nick” was managing the front desk. He was polite, efficient, friendly, and professional. He offered me the best room the hotel had available at my price, and guaranteed I would have a good night’s rest. He was 100% correct. The room was clean and comfortable, and more importantly it was quiet. Check out was easy the next morning."

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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. Annapolis Waterfront Hotel, Autograph Collection

4. Rod 'N' Reel Resort

5. The Westin Annapolis

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

Rod 'N' Reel Resort

The Westin Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Graduate by Hilton Annapolis

Explore a world of travel with Expedia