A harbor with boats docked, a pier, and a row of houses along the water.

Chesapeake Beach 5 Stars Hotels

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Check availability on Chesapeake Beach 5 Star Hotels

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

Our top choices for Chesapeake Beach 5-star hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A waterfront property with a grassy lawn, white chairs, a dock, and a large building with multiple windows and a flag.
A group of people seated around a table with a view of a body of water and greenery outside.
A large, well-lit banquet hall with round tables, chairs, and chandeliers.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
HK$3,800
HK$4,180 total
includes taxes & fees
11 Nov - 12 Nov
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 pool with two Adirondack chairs and a basket of items on the grass.
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
kristine
HK$2,744
HK$3,128 total
includes taxes & fees
1 Nov - 2 Nov
The Inn at Tacaro Estate
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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 Chesapeake Beach.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
HK$1,134
HK$1,259 total
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Rod 'N' Reel Resort
Legacy Villa

Legacy Villa

12605 Brooke Lane Upper Marlboro MD
Get ratesLegacy Villa
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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 Chesapeake Beach

Stroll the half-mile boardwalk at sunset, where fishing boats return with the day's catch and locals gather for crab feasts. Families splash in the water park's eight slides by day, then hunt for fossilised shark teeth along the Bay's ancient shoreline.

See all hotels in Chesapeake Beach
A coastal town with a marina, residential buildings, and a clear sky.

Top Chesapeake Beach Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chesapeake Beach?
How much you pay for a 5-star hotel in Chesapeake Beach depends on things like when you plan to travel and the length of your escape. A top tip for scoring an awesome deal? Use our pricing filters to compare all of the available options for your preferred dates.
  • Search for the lowest price per night from HK$1,259
What makes a hotel 5 stars in Chesapeake Beach?
Flawless guest service is integral to every 5-star hotel in Chesapeake Beach. From the moment you enter the lobby, staff are at your beck and call, whether arranging customised tours or providing in-room massage treatments. In addition, hotels have to feature upscale conveniences to obtain a 5-star rating. These can include luxury toiletries, an on-site spa, swimming pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chesapeake Beach?
Expedia's filter tool is the quickest way to search for exactly what you're looking for. Select "5-star" and "All inclusive" to see the most luxurious hotels in Chesapeake Beach where your meals, room, entertainment and activities are included in the price. At these stays, your holiday is pure indulgence from the moment you enter the lobby.

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