Upscale Hotels in The Eastern Shore

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Upscale Hotels in The Eastern Shore

Hotels Overview
Name Price Location
 
Brampton Bed & Breakfast Inn
On 20 wooded acres between the Chester River and...
$$$ Chestertown
 
Combsberry
This 1730 brick manor house, together with the...
$$$ Oxford
 
Great Oak Manor
On 12 acres sloping gently to a gazebo on the...
$$$ Chestertown
 
Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina
This 370-acre complex is the Eastern Shore's...
$$$ Cambridge
 
The Inn at Osprey Point
On 30 lush acres along Swan Creek, this stately...
$$$ Rock Hall
 
The Lankford Hotel & Apartments
Opened in 1924, the Lankford is still owned by...
$$$ Ocean City
 
Lighthouse Club Hotel
This elegant boutique hotel is a Chesapeake Bay...
$$$ Ocean City
 
Park Place
Filling a need for more affordable, family- and...
$$$ Ocean City
 
Victoriana Inn
Adirondack chairs line a sloping expanse of lawn...
$$$ St. Michaels

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