What are the top Entertainment events happening in Chestertown?

Here are the upcoming Entertainment events in Chestertown: Kids' Night - Valentines' Edition is happening on Sat 14 Feb 2026 from 5:00 PM onwards at 115 S Lynchburg St, Chestertown, MD 21620-1196, United States

Chestertown, MD Entertainment Events

Entertainment events in Chestertown

Sat, 14 Feb, 2026 - 05:00 PM

Kids' Night - Valentines' Edition

115 S Lynchburg St, Chestertown, MD 21620-1196, United States

11+ Interested

Entertainment events from nearby cities

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Sat, 17 Jan Onwards

Brian Curry The Good Liar

Capital Hilton

82+ Interested

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USD 50
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Sat, 17 Jan Onwards

Brian Curry The Good Liar 5 PM

Capital Hilton

57+ Interested

|

USD 50
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Fri, 06 Feb • 07:00 PM

Samay Raina "Still Alive" - Washington DC - 6th Feb, 2026

Cramton Auditorium

571+ Interested

|

USD 55
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Sat, 24 Jan • 07:30 PM

Comedy Night in Columbia!

Columbia Kettle Works, North 3rd Street, Columbia, PA, USA

Newly Added

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USD 13
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Sat, 28 Feb • 09:00 PM

THE LUXE GRAND FINALE

Guilford Hall Brewery

5+ Interested

|

USD 20
Sat, 28 Feb • 07:30 PM

Comedy Night in Columbia!

Columbia Kettle Works, North 3rd Street, Columbia, PA, USA

Newly Added

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USD 13
Fri, 27 Feb • 02:00 PM

CHICKEN & BEER DAY PARTY

Safari Club Baltimore

6+ Interested

|

USD 10
Sat, 28 Feb • 02:00 PM

The Satur-Greek HBCU Day Party Experience

Guilford Hall Brewery

5+ Interested

|

USD 20
Sat, 24 Jan • 08:00 PM

Comedy Explosion at Timothy's Lionville

Timothy's Lionville

Newly Added

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USD 23