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Great Oak Manor Here is what guests had to say… I’ve stayed at Great Oak Manor 3 times and each visit is one of the most pleasant weeks of my life. Everything about the Inn is perfect in my opinion. The wonderful hosts, John & Cass, make you feel like it is your home. If [...]

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April 23-25, 2010 Paint the Town The Chestertown Arts League is sponsoring “Paint the Town ~  Chestertown 2010,” a plein air weekend in historic Chestertown, Md., Friday to Sunday, April 23-25. This non-juried event is open to artists painting in all media and includes a “Wet Paint” exhibition and sale Saturday evening, April 24, and [...]

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Chestertown Tea Party Festival May 28-31, 2010 Celebrating colonial resistance to British rule, Chestertown, on Maryland’s Eastern Shore, will hold its Annual Tea Party Festival Saturday, May 29, 2010. Cocktail Party to be held Friday, May 28, 2010. In response to British Parliament’s closing of the port of Boston, the citizens of Chestertown, Maryland met [...]

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Great Oak Manor Inn was one of the most romantic, most beautiful and inviting inn ever. The host, John and Cassandra were very warm. The fireplace of our room added to the ambiance. Riding up to the grand manor and walking in the front door makes one gasp at its beauty. The food was absolutely [...]

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We are from Colorado but family lives in the Baltimore area so we were married at the Milton Inn in Baltimore.  We wanted a place to go for one night and found the Great Oak Manor on the internet.  This was March so there weren’t many people staying but we were treated with great warmth.  [...]

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WASHINGTON POST Going Our Way: Searching for a romantic B&B getaway By K.C. Summers Sunday, January 24, 2010 Who: Susan of Falls Church. Where: A romantic B&B in the mid-Atlantic. Why: To celebrate work projects completed and surviving a painfully expensive heat pump replacement. When: A long weekend in mid-March. Budget: $500. “We’re trying to [...]

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To a friend: “…I watched a marvelous sunset this afternoon in icy cold weather and biting wind, only a little away from the Inn, atop its private beach, overlooking frozen-over water…went as close as I could get to the water. What a feeling! …” To myself: after monotonous several hours (yet, still colorful, thanks to [...]

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Time passes and events unfold. This past Week saw Cassandra Fedas Owner and Innkeeper of Great Oak Manor Inn finishing her two year term as President of the Kent County Maryland Lodging Association and turning the reins of President over to Joanne Rich owner and Innkeeper of Huntingfield Manor. The past two years were full [...]

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John and Cassandra, Jon and I had a wonderful experience at the Great Oak Manor this past weekend. We can’t even tell you how much we loved it. I’ve attached a couple of pictures from our stay. We are communicating with another couple and trying to decide on a date to come back down for [...]

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