Chestertown
Dining
Arts
Shopping
Events
Where Is
Main Street?
In downtown Chestertown, it’s all around. We may not have a street labeled “Main,” but we do have a nationally recognized Main Street program whose volunteers work with other local organizations to keep our historic downtown district attractive and vibrant.
Explore places
Nightlife
Cinema
Restaurants
Gym & Fitness
Art & History
Outdoor activities
To see a World in a Grain of Sand And a Heaven in a Wild Flower Hold Infinity in the palm of your hand And Eternity in an hour
William Blake
Discover events
Upcoming Events
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Experience Chestertown's downtown businesses
Our business community
Recent Headlines
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