By Scott Budden. English settlers first explored the banks Chester River in the 17th century and the town of Chestertown was established shortly after the turn of the 18th. A trading port, the colonists became wealthy landowners who profited off the export of cash crops. This economy thrived and by the mid 19th century, Chestertown was second to only Annapolis as Maryland’s premiere port.
Today, this colonial preeminence is evident in the uneven cobble stone streets, 18th century brick farmhouses and traditional maritime vocations. Families can trace their lineages back to legendary sea captains and abolitionist leaders. The past is a very tangible presence; you are never far removed even in modernity.
The sense of community that is derived from