Chestertown Maryland colonial town

Chestertown goes green

  • wreath
  • 20071207FountainParkXmas-20
  • street-decorations
  • 20071207FountainParkXmas-6
  • 20121124_ChestertownChristmasParade-15
  • 20121124_ChestertownChristmasParade-39
  • 20121124_ChestertownChristmasParade-32
  • 20121124_ChestertownChristmasParade-48
  • 20121124_ChestertownChristmasParade-100


Welcome to Chestertown, Maryland on the banks of the Chester River.
A visit to Chestertown offers a blend of history, arts, shopping, and an exciting variety of lodging and dining experiences. Home to the Schooner Sultana, Chestertown provides a link to the maritime heritage of the Chester River and the Chesapeake Bay.

Washington College, the tenth oldest college in the nation, brings a wealth of culture, academics, and athletics to the community and to the visitor.

The county seat of Kent County, on Maryland's Upper Eastern Shore, Chestertown is surrounded by the rich tapestry of farmland and Chesapeake Bay estuaries that almost surround the county with water.

This Weekend's Events

Upcoming Events

Farmer's Market
Artisans' Market
Saturday Mornings
Fountain Park

Holiday Events
in Chestertown

Find us on facebook


Kent County Visitors Center in Chestertown Maryland
Visitor Center

Chestertown | 118N Cross Street | Chestertown, MD 21620 | 410-778-0500 | office@chestertown.com

©2010 Chesapeake Bay Internet Associates