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

4 Stars Hotels in Kent Island, Maryland from CA $145

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Check availability on Kent Island 4 Star Hotels

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Kent Island 4-star hotels

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 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.

1. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Nadine
CA $194
CA $221 total
includes taxes & fees
Nov 22 - Nov 23
Graduate by Hilton Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
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.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
CA $127
CA $145 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Hotel Annapolis
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 marina with multiple boats docked, a large building with a sign reading 'Wilson's Cove,' and a surrounding landscape with greenery and other buildings.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
CA $299
CA $368 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
View from property
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

4. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
CA $237
CA $270 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Annapolis
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 bar area with a long counter and multiple bar stools.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Garmai
CA $182
CA $202 total
includes taxes & fees
Nov 1 - Nov 2
Rod 'N' Reel Resort
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.

6. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
John
CA $301
CA $344 total
includes taxes & fees
Nov 8 - Nov 9
Annapolis Waterfront Hotel, Autograph Collection
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

The Oaks Waterfront
Easton
United States
Jeffrey
CA $616
CA $678 total
includes taxes & fees
Oct 27 - Oct 28
The Oaks Waterfront
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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

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
CA $678
CA $746 total
Nov 11 - Nov 12
includes taxes & fees
9.6/10 Exceptional! (407 reviews)
Inn at Perry Cabin
The Inn at Tacaro Estate

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD
CA $490
CA $558 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (20 reviews)
The Inn at Tacaro Estate
Inn at 202 Dover

Inn at 202 Dover

202 East Dover Street Easton MD
Get ratesInn at 202 Dover
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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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"I hadn't been here in many years, and was pleasantly surprised at all the upgrades that have been made! Truly a luxurious stay and amenities"
William 1-night trip
Posted 3 hours ago
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Easy access to downtown, Great waterside restaurants."
John 1-night trip
Posted 3 days ago
Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Great last minute booking. All went smoothly"
Kelly 1-night trip
Posted 4 days ago
The Westin Annapolis
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"
Katherine 2-night trip
Posted 7 days ago
The Inn at Chesapeake Bay Beach Club

Find out more about Kent Island

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Kent Island are calling your name. Known for providing first-rate service in amazing locations, each of the Kent Island 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Kent Island. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Kent Island, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Kent Island hotels with 4 Stars provide everything you need to unwind in style.

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