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

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

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

Chereis

₩111,653

₩127,285 total

includes taxes & fees

Sep 27 - Sep 28

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 spacious atrium with a high ceiling, skylights, and a patterned floor.

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.

2. Graduate by Hilton Annapolis

Annapolis

Patricia

₩208,625

₩237,832 total

includes taxes & fees

Oct 1 - Oct 2

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

3. The Westin Annapolis

Annapolis

susan greco

₩240,959

₩274,694 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

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

4. Rod 'N' Reel Resort

Chesapeake Beach

Theresa

₩194,631

₩260,867 total

includes taxes & fees

Oct 1 - Oct 2

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 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.

5. Annapolis Waterfront Hotel, Autograph Collection

Historic District

Deanna

₩289,689

₩330,246 total

includes taxes & fees

Oct 4 - Oct 5

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

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

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.

6. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

₩257,449

₩320,018 total

includes taxes & fees

Sep 28 - Sep 29

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

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

7. The Oaks Waterfront

Easton

Jeffrey

₩592,436

₩651,680 total

includes taxes & fees

Sep 8 - Sep 9

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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

₩811,723

₩892,896 total

Oct 6 - Oct 7

includes taxes & fees

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD

₩533,920

₩608,668 total

Sep 8 - Sep 9

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

Rod 'N' Reel Resort

10/10 Excellent

"Felt like we traveled to a southern town while still being in Maryland. Great hotel."

Graduate by Hilton Annapolis

10/10 Excellent

"GREAT location! The room was huge & beautifully decorated. We are excited to come back again! 10/10!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Great overnight getaway with comfy beds & pool by 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. The Westin Annapolis

4. Rod 'N' Reel Resort

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

Rod 'N' Reel Resort

Graduate by Hilton Annapolis

The Inn at Chesapeake Bay Beach Club

Explore a world of travel with Expedia