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Arts Events and Things to do in Chestertown, MD

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Almost full
Ballet Theatre of Maryland Annual Conservatory Showcase 2026
Thu, May 28, 6:30 PM
Annapolis · Maryland Hall
Almost full
Ballet Theatre of Maryland Annual Conservatory Showcase 2026
Thu, May 28, 6:30 PM
Annapolis · Maryland Hall
American Voices United Through Song - June 6, 2026
Sat, Jun 6, 7:30 PM
Annapolis · Maryland Hall
American Voices United Through Song - June 6, 2026
Sat, Jun 6, 7:30 PM
Annapolis · Maryland Hall
ILLUSIONS: The Ultimate Drag Show hosted by Kayden Chloe
Sun, Aug 9, 12:00 PM
Baltimore · Baltimore Comedy Factory
ILLUSIONS: The Ultimate Drag Show hosted by Kayden Chloe
Sun, Aug 9, 12:00 PM
Baltimore · Baltimore Comedy Factory
Sales end soon
Improv Jeoparty: Make Some Noise at The Highwire Center!
Friday at 9:00 PM
Baltimore · Highwire Improv
Sales end soon
Improv Jeoparty: Make Some Noise at The Highwire Center!
Friday at 9:00 PM
Baltimore · Highwire Improv
Sales end soon
Royal Improv Fun Foundry at The Highwire Center!
Friday at 8:00 PM
Baltimore · Highwire Improv
Sales end soon
Royal Improv Fun Foundry at The Highwire Center!
Friday at 8:00 PM
Baltimore · Highwire Improv
Sales end soon
Friday Fun and Games: Improv at The Highwire Center!
Friday at 7:00 PM
Baltimore · Highwire Improv
Sales end soon
Friday Fun and Games: Improv at The Highwire Center!
Friday at 7:00 PM
Baltimore · Highwire Improv
Laughing All The Way: Improv at The Highwire Center!
Fri, May 29, 8:00 PM
Baltimore · Highwire Improv
Laughing All The Way: Improv at The Highwire Center!
Fri, May 29, 8:00 PM
Baltimore · Highwire Improv
Unscripted and Unhinged: Improv at The Highwire Center!
Fri, May 29, 7:00 PM
Baltimore · Highwire Improv
Unscripted and Unhinged: Improv at The Highwire Center!
Fri, May 29, 7:00 PM
Baltimore · Highwire Improv
Late Stage Improv at The Highwire Center!
Fri, May 29, 9:00 PM
Baltimore · Highwire Improv
Late Stage Improv at The Highwire Center!
Fri, May 29, 9:00 PM
Baltimore · Highwire Improv
Over the Line Comedy: Improv at The Highwire Center!
Sat, May 30, 7:00 PM
Baltimore · Highwire Improv
Over the Line Comedy: Improv at The Highwire Center!
Sat, May 30, 7:00 PM
Baltimore · Highwire Improv
Sales end soon
Baltimore Bodega: Bilingual Improv at The Highwire Center!
Saturday at 7:00 PM
Baltimore · Highwire Improv
Sales end soon
Baltimore Bodega: Bilingual Improv at The Highwire Center!
Saturday at 7:00 PM
Baltimore · Highwire Improv
Sales end soon
Musical Magic: Improv at The Highwire Center!
Saturday at 6:00 PM
Baltimore · Highwire Improv
Sales end soon
Musical Magic: Improv at The Highwire Center!
Saturday at 6:00 PM
Baltimore · Highwire Improv
All Ladies, All Laughs: Improv at The Highwire Center!
Sat, May 30, 8:00 PM
Baltimore · Highwire Improv
All Ladies, All Laughs: Improv at The Highwire Center!
Sat, May 30, 8:00 PM
Baltimore · Highwire Improv
Total Mayhem: Improv at The Highwire Center!
Sat, May 30, 6:00 PM
Baltimore · Highwire Improv
Total Mayhem: Improv at The Highwire Center!
Sat, May 30, 6:00 PM
Baltimore · Highwire Improv
Artist Showcase
Fri, May 29, 6:00 PM
Baltimore · 2900 Hamilton Ave
Artist Showcase
Fri, May 29, 6:00 PM
Baltimore · 2900 Hamilton Ave
Matinee Madness: Improv at The Highwire Center!
Sun, May 31, 3:00 PM
Baltimore · Highwire Improv
Matinee Madness: Improv at The Highwire Center!
Sun, May 31, 3:00 PM
Baltimore · Highwire Improv
Sales end soon
MEMPHIS JOOKIN DANCE CLASS
Friday at 8:15 PM
Baltimore · 3319 Eastern Ave
Sales end soon
MEMPHIS JOOKIN DANCE CLASS
Friday at 8:15 PM
Baltimore · 3319 Eastern Ave
Create Botanical Earrings or Pendant with Jayne Roth - 1 Day Workshop
Sat, Jun 27, 9:00 AM
Baltimore · Highlandtown Gallery
Create Botanical Earrings or Pendant with Jayne Roth - 1 Day Workshop
Sat, Jun 27, 9:00 AM
Baltimore · Highlandtown Gallery
Sammy Obeid: Charmed in Baltimore!
Thu, Jun 11, 7:30 PM
Baltimore · Baltimore Soundstage
Sammy Obeid: Charmed in Baltimore!
Thu, Jun 11, 7:30 PM
Baltimore · Baltimore Soundstage
Writer's Room Workshop
Sun, May 31, 10:00 AM
Baltimore · Urban Life Center
Writer's Room Workshop
Sun, May 31, 10:00 AM
Baltimore · Urban Life Center

Trends in Chestertown

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Frequently asked questions about Chestertown

What are the best events to attend?

According to Eventbrite, the best events are:

Ballet Theatre of Maryland Annual Conservatory Showcase 2026

American Voices United Through Song - June 6, 2026

ILLUSIONS: The Ultimate Drag Show hosted by Kayden Chloe

Laughing All The Way: Improv at The Highwire Center!

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

chestertown car show

events happening today near me

mothers day brunch ballys

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Friday Fun and Games: Improv at The Highwire Center!

Royal Improv Fun Foundry at The Highwire Center!

MEMPHIS JOOKIN DANCE CLASS

Improv Jeoparty: Make Some Noise at The Highwire Center!