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

Compare and book 5 Star hotels in Kent Island, Maryland

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Check availability on Kent Island 5 Star Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Kent Island 5-star hotels

A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
£428
includes taxes & fees
26 Oct - 27 Oct
Inn at Perry Cabin
A hot tub in a grassy area with a building in the background.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
James
£284
includes taxes & fees
2 Nov - 3 Nov
The Inn at Tacaro Estate
Restaurant
Exterior
Interior
Staircase

3. Inn at 202 Dover

Inn at 202 Dover
Easton
United States
James
Inn at 202 Dover
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kent Island.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
£77
4 Oct - 5 Oct
includes taxes & fees
DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD
£126
26 Oct - 27 Oct
includes taxes & fees
9.4/10 Exceptional! (1,016 reviews)
Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
£111
13 Oct - 14 Oct
includes taxes & fees
Rod 'N' Reel Resort
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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.

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