EXPLORE CHESTERTOWN’S
ACCOMMODATIONS
STAY AWHILE!
Come visit Historic Chestertown and see the beautiful hotels, Inns, and B and B’s we have to offer!
PLAN YOUR VISIT
FREQUENTLY ASKED QUESTIONS
Curious about frequently asked questions like "Where to park?" and "What time does First Friday start?" Click here to find all the answers you need in our comprehensive FAQ section.
UNLOCK THE CHARM OF CHESTERTOWN
Discover the insider knowledge on where to find the best cream of crab soup in town, indulge in the tastiest ice cream, and plan your visit to the art galleries. Let us guide you to create a spectacular experience in Chestertown that combines culinary delights, sweet treats, and a journey through the town's vibrant art scene.
DOWNLOAD WALKING MAP
Chestertown, Maryland was founded in 1706. It was established as a port town and played a significant role in the colonial era, serving as a bustling trade hub along the Chester River. Today, Chestertown retains much of its historic charm and is known for its well-preserved 18th-century architecture and vibrant cultural scene. Thanks for checking us out!
office@mainstreetchestertown.org
PHONE
(410) 778-2991
OFFICE
Chestertown Town Hall
118 N. Cross Street
Chestertown MD 21620
MAILING ADDRESS
PO Box 427
Chestertown MD 21620
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