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Photo: Jennifer Schmidt, Copyrighted free use, via Wikimedia Commons

United States · MD

Events in Chestertown, MD

5 upcoming events in Chestertown, MD, including 5 theatre shows. The busiest venues are Garfield Center for the Arts at the Prince Theatre. Next up: The Rocky Horror Picture Show - Chestertown on Fri, Oct 23, 2026.
Upcoming events
5
This weekend
3
Venues
1
Population
5,532
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About Chestertown

Chestertown is a town in Kent County, Maryland, United States. The population was 5,532 as of the 2020 census. It is the county seat of Kent County, the oldest county in Maryland.

Source: Wikipedia (CC BY-SA 4.0)

Where to stay in Chestertown

Compare hotels and apartments in Chestertown for your event dates – rooms near popular venues go first on show nights.

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All events in Chestertown

5 events · sorted by date

Venues in Chestertown

All venues in Chestertown

Coming to Chestertown

Cities near Chestertown

Frequently asked questions

What's on in Chestertown this weekend?

There are 3 events in Chestertown, MD this weekend (Oct 23 – 25). See the weekend list for concerts, sports and shows.

Are there any events in Chestertown today?

Nothing is listed for today yet. Try this weekend's events instead.

What are the busiest venues in Chestertown?

By number of upcoming events: Garfield Center for the Arts at the Prince Theatre (5).