The Chester River is a major tributary of the Chesapeake Bay on the Delmarva Peninsula. It is about 43 miles long, and its watershed encompasses 368 sq mi, which includes 295 sq mi of land. Thus the total watershed area is 20% water. It forms the border between Kent County and Queen Anne's County, Maryland, with its headwaters extending i…The Chester River is a major tributary of the Chesapeake Bay on the Delmarva Peninsula. It is about 43 miles long, and its watershed encompasses 368 sq mi, which includes 295 sq mi of land. Thus the total watershed area is 20% water. It forms the border between Kent County and Queen Anne's County, Maryland, with its headwaters extending into New Castle County and Kent County, Delaware. Chestertown, the seat of Maryland's Kent County, is located on its north shore. It is located south of the Sassafras River and north of Eastern Bay, and is connected with Eastern Bay through Kent Narrows.
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