Lovely Rooms & Stunning Water Views

Eastern Shore Bed and Breakfast

Eastern Shore Bed and Breakfast

Our waterfront Eastern Shore bed and breakfast has 12 romantic rooms featuring their own unique decor with individual highlights such as a cozy fireplace, a spacious bath with skylight, inviting French doors leading to the garden, or a rich red bathroom. Check out each room for their individual styles and rates.

Great Oak Manor provides more than a place to sleep. Located on the Chesapeake Bay in Chestertown, Maryland, we offer a place to dream. Make yourself comfortable as you rest amongst the softest sheets on comfortable beds. Every morning is not only met with stunning views of the Chesapeake Bay, but also a full breakfast with seasonal fresh fruit, homemade baked goods, cold cereal, and a hot entrée.

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