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Washington Post Travel       Recommendation

Searching for a Romantic Inn - Washinton Post Travel recommended

SUMMER Packages starting at $196  per person double occupancy

Great Oak Manor has several new packages for Summer .....     » Read More

Escape to Great Oak Manor, a luxury waterfront bed and breakfast on the eastern shore, where the Chesapeake Bay is aglow in warm sunsets; where towering Oaks gently kiss the skyline; and where you can let your body rest and your mind wander.

Tucked away on the outskirts of Chestertown, Maryland, our magnificent 18th century country-style estate rests alongside the waterfront. With 11 guestrooms, Great Oak offers the finest in a romantic luxury bed and breakfast inn, where all of your whims are cared for, day and night.

Spend an afternoon perusing the quaint streets of historic Chestertown, exploring the Eastern Neck refuge, sampling the fresh catch in Rock Hall, or just curl up in the arms of a weathered Adirondack chair to soak up the view.

Great Oaks Garden are in bloom and await your senses and pleasure.

 

Read Our Recent Blog Posts


Great Oak Manor | Customer Testimonial 07/19/2010
Thank you from Frisch Family; they have been coming here for fourteen years. Just wanted to tell you and Cassandra how very much we enjoyed our stay at Great Oak. It was the very best weekend yet; but I do think we must feel that way every year. Certainly it was the finest weather we have [...]
A TALE OF THE MANOR 06/27/2010
Great Oak Manor is rich in history dating back to the first recorded land grants. Lord Baltimore granted the land to Joshua Felton and Marmaduke Tylden in the 1600’s. The current Manor House was built in 1938 for the heir to the W. R. Grace shipping fortune. His name was Russell D’Oench, and Great Oak [...]
Wedding Season at Great Oak Manor 06/09/2010
The first wedding of the season was last Sunday. The Clerk of Courts, Mark Mumford joined our guest in matrimony and Charly was best man. The four of them Bride, Groom, Mark and Charly with the setting sun in the background… a beautiful site. Congratulations to the Rakitsky’s on their nuptuals. The Hahn family reunion and [...]

 

  

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