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 modern living room with a sofa, armchairs, a coffee table, and a fireplace.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

Chereis

₩114,026

₩129,989 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 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 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.

2. Graduate by Hilton Annapolis

Annapolis

Patricia

₩210,502

₩239,972 total

includes taxes & fees

Sep 13 - Sep 14

A balcony with a table set for two, overlooking a marina with boats.

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.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

3. Annapolis Waterfront Hotel, Autograph Collection

Historic District

Deanna

₩306,844

₩349,802 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 salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

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.

4. Rod 'N' Reel Resort

Chesapeake Beach

Theresa

₩198,769

₩266,412 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 bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

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

5. The Westin Annapolis

Annapolis

susan greco

₩246,080

₩280,531 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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.

6. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

₩262,921

₩326,816 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 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.

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

7. The Oaks Waterfront

Easton

Jeffrey

₩605,027

₩665,530 total

includes taxes & fees

Sep 3 - Sep 4

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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

₩829,318

₩912,249 total

Sep 7 - Sep 8

includes taxes & fees

9.6/10 Exceptional! (399 reviews)

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD

₩545,267

₩621,605 total

Sep 7 - Sep 8

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

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Let's start with the positives. The hotel is in a great location, and the staff was friendly and welcoming. Having a restaurant and bar inside the hotel was definitely a plus. The complimentary cookies and water upon arrival were a nice touch. The cookies were served warm and baked on-site. I'm usually not a big cookie person, but these cookies were so good. Now for the negatives. The pool was closed on the day we checked in due to cleaning. The following day, the opening was delayed. When my group and I finally got the chance to use the pool, we noticed that it wasn't very clean. Around noon, we were asked to leave the pool because it was being closed for an hour for additional cleaning. Honestly, the pool should have been thoroughly cleaned before it opened to guests."

Rod 'N' Reel Resort

8/10 Good

"Resort was clean. Thought resort would have microwave in room. Was looking for more adult activities."

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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. 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

DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

Explore a world of travel with Expedia