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Fall 2022 Projects
Main Street is continually working hard to improve Chestertown. This Fall, look for: wayfinding signage for visitors, increased security monitoring, a large installation of historically appropriate lighting, commercial building facade renovations, small business mentoring for local businesses, streetscape clean up, and more. We encourage you to learn more about our current projects and help us to make Chestertown an amazing place to live, work, and play!
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Featured Business
Bespoke Chocolates
Welcome to one of our newest businesses!
Bespoke Chocolate is your destination in Chestertown for chocolate and other sweet treats! Plus: Special events, custom chocolate designs, and more.
The Chestertown Chat
Follow our Chestertown blog to hear from visitors and residents who love our colonial town.
Explore Downtown Chestertown
Plan your trip to downtown Chestertown and see all that you can do within walking distance.
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Main Street Chestertown would not be possible without the support of our partners:
