Chestertown


Customs House Chestertown

Brian and Janet joined us on a tour of Chestertown which was a Royal Port of Entry for the Colony of Maryland.  It has served as a seat of government since the 17th Century and is the county seat for Kent County.  Chestertown, on the Chester River, was a major trading center and one of the largest cities in Maryland during the colonial period.  Dozens of 18th Century homes can be found in Chestertown’s historic district along the waterfront.  It is also the home of Washington College which was chartered in 1782 and named after George Washington who was one of its primary benefactors.  Washington College was the first college chartered in the nation after the Declaration of Independence.



The town thrived as long as river and later, rail were the primary means of transport.  Modern highways and the Bay Bridge caused the demise of shipping by river and rail.  The town still serves as the county seat and hub of a thriving agricultural and seafood area; however, like many rural towns, its best days appear to be in its past.


The schooner Sultana II calls Chestertown her home port.


Reproduction of the Sultana II

Figurehead Sultana II

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