Great Oak Manor

Chestertown Bed and Breakfast
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Great Oak Manor hosted by Manager and Innkeeper, Holly McKee

Manager and Innkeeper, Holly McKee

About The Inn

Carefree Elegance on the Chesapeake Bay on Maryland's Eastern Shore, Great Oak Manor is a magnificent Georgian Mansion sitting on the banks of the Bay. The beautiful lawns and landscaping create openness while remaining private. Our B&B has 12 guest rooms and a spacious Carriage House that is perfect for families. Our private beach allows our canoe, kayaks and paddle boards easy access to the water. Take our cruiser bicycles out for a ride on our flat country roads or choose to relax in our Adirondacks by the water or nap in one of the hammocks. Our evening sunsets are not to be missed!

Ratings

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4.8/5
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(356)
Manager and Innkeeper, Holly McKee

Manager and Innkeeper, Holly McKee

Holly has been the innkeeper since March, 2017 after being an interim innkeeper with her husband for 4 years prior to that. She loves Great Oak and enjoys the view from her office window of the back lawn and the Bay.

10568 Cliff Road, Chestertown, Maryland 21620

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