The Best 4 Star Hotels in Kent Island, MD from ￥19,949 | Expedia

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Kent Island 4 Star Hotels

Tonight

Oct 16 - Oct 17

Tomorrow

Oct 17 - Oct 18

This weekend

Oct 16 - Oct 18

Next weekend

Oct 23 - Oct 25

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 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.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

United States

Michele

￥17,499

￥19,949 total

includes taxes & fees

Oct 20 - Oct 21

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.

2. Graduate by Hilton Annapolis

Annapolis

United States

Mark

￥23,203

￥26,452 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 modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

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

3. Rod 'N' Reel Resort

Chesapeake Beach

United States

Kathleen K

￥20,799

￥23,087 total

includes taxes & fees

Nov 1 - Nov 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.

View from property

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

4. The Westin Annapolis

Annapolis

United States

Bobbi

￥31,458

￥35,862 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.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

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

5. Annapolis Waterfront Hotel, Autograph Collection

Historic District

United States

William

￥35,283

￥40,223 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

6. The Inn at Chesapeake Bay Beach Club

Stevensville

United States

scott

￥33,807

￥41,548 total

includes taxes & fees

Nov 15 - Nov 16

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

United States

Jeffrey

￥69,571

￥76,528 total

includes taxes & fees

Oct 20 - Oct 21

Save an average of 15% on thousands of hotels when you're signed in

Sign up, it's free

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

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

￥83,940

￥92,334 total

Nov 3 - Nov 4

includes taxes & fees

The Inn at Tacaro Estate

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD

￥53,649

￥61,160 total

Nov 16 - Nov 17

includes taxes & fees

9.6/10 Exceptional! (20 reviews)

Inn at 202 Dover

Inn at 202 Dover

202 East Dover Street Easton MD

Still don't see what you're looking for?

See all properties in Kent Island.

You can also use these popular filters to refine your search.

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

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

Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent

"Great rooom, really great service."

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Perfect place to stay! Classy. Clean comfortable amazing staff"

Explore a world of travel with Expedia

Book 4 Star Hotels in Kent Island on Expedia.com