Businesses
The Rest of the Story
This article is from the October 2021 issue of Chesapeake Bay Magazine, written by Rafael Alverez, a writer sponsored by Main Street Chestertown. Emily Kalwaitis,
October 28, 2021
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Featured Business
Twigs & Teacups
Twigs & Teacups has been a fixture in Chestertown for over 30 years. With just a hint of nostalgia and a world of possibilities, their shelves hold a selection of gifts for every important person in your life, including friends, family, and, of course, yourself.
The Chestertown Chat
Follow our Chestertown blog to hear from visitors and residents who love our colonial town.
Events
Vendors Needed for London Row
“London Row” is a heated tent in the 200 block of High Street that features local artisans selling their crafts. Come get all of your
October 17, 2021
Tourism
LOST IN CHESTERTOWN: WHAT DOES AN OUT-OF-TOWNER SEE ON A VISIT TO CHESTERTOWN?
I don’t own a boat, so the only way I know to get to Chestertown, MD is by crossing the Chester River Bridge. It’s a
August 7, 2021
Upcoming Events
A Dickens of a Christmas 2021
This holiday favorite is back! Join us downtown December 3-5 for a Dickens of a good time. Some familiar faces are returning, such as the internationally renowned American Rogues. Some new events have been added, such as pony rides and a petting zoo. To learn more, click the title above. Come celebrate like it's 1840!
Explore Downtown Chestertown
Plan your trip to downtown Chestertown and see all that you can do within walking distance.
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