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Arts Events and Things to do in Chestertown, MD

Search for something you love or check out popular events in your area.

Father's Day Weekend Comedy At Ovenbird
Fri, Jun 19, 8:00 PM
Baltimore · Ovenbird Bakery
Father's Day Weekend Comedy At Ovenbird
Fri, Jun 19, 8:00 PM
Baltimore · Ovenbird Bakery
Painting with Wool with Milana & Alla
Sat, May 30, 11:00 AM
Baltimore · Highlandtown Gallery
Painting with Wool with Milana & Alla
Sat, May 30, 11:00 AM
Baltimore · Highlandtown Gallery
Triple Threat Elite 2026 Recital
Sun, Jun 28, 4:00 PM
Baltimore · Morgan State University
Triple Threat Elite 2026 Recital
Sun, Jun 28, 4:00 PM
Baltimore · Morgan State University
Baltimore Holy S#!T! An Unforgettable Comedy Tour on a Boat
Thu, Jun 4, 7:00 PM
Baltimore · Baltimore Water Taxi
Baltimore Holy S#!T! An Unforgettable Comedy Tour on a Boat
Thu, Jun 4, 7:00 PM
Baltimore · Baltimore Water Taxi
Sales end soon
Mischief & Deception Magic Show with Comedy Magician Spencer Horsman
Saturday at 8:00 PM
Baltimore · Illusions Bar & Theater
Sales end soon
Mischief & Deception Magic Show with Comedy Magician Spencer Horsman
Saturday at 8:00 PM
Baltimore · Illusions Bar & Theater
Almost full
Indies & Bookworms Signing Event
Sat, Aug 15, 11:00 AM
Baltimore · Rita Rossi Colwell Center
Almost full
Indies & Bookworms Signing Event
Sat, Aug 15, 11:00 AM
Baltimore · Rita Rossi Colwell Center
Write About Now Poetry Live in Baltimore ft. Miss Spoken Poet
Fri, Jun 12, 7:30 PM
Baltimore · La Familia Soundstage
Write About Now Poetry Live in Baltimore ft. Miss Spoken Poet
Fri, Jun 12, 7:30 PM
Baltimore · La Familia Soundstage
Weekend at Bertha's 26
Fri, Jul 24, 12:00 PM
Townsend · Firebase Lloyd
Weekend at Bertha's 26
Fri, Jul 24, 12:00 PM
Townsend · Firebase Lloyd
Getaway From Here: A Comedy Sketch Show
Sat, Jun 20, 8:00 PM
Baltimore · Library Nineteen
Getaway From Here: A Comedy Sketch Show
Sat, Jun 20, 8:00 PM
Baltimore · Library Nineteen
CRAIG HELLA JOHNSON: Considering Matthew Shepard
Sun, Jun 7, 4:00 PM
Baltimore · Emmanuel Episcopal Church
CRAIG HELLA JOHNSON: Considering Matthew Shepard
Sun, Jun 7, 4:00 PM
Baltimore · Emmanuel Episcopal Church
Valkyrie Aerial Presents: Myths & Legends
Sat, Jun 6, 9:00 PM
Baltimore · Waverly
Valkyrie Aerial Presents: Myths & Legends
Sat, Jun 6, 9:00 PM
Baltimore · Waverly
"Plein Air Made Simple" a small group, outdoor watercolor experience
Tue, Jun 16, 10:00 AM
Annapolis · William Paca House & Garden
"Plein Air Made Simple" a small group, outdoor watercolor experience
Tue, Jun 16, 10:00 AM
Annapolis · William Paca House & Garden
Sales end soon
Sip & Paint at Diva’s Den Studios ✨
Friday at 7:00 PM
Bel Air · Diva's Den Studios
Sales end soon
Sip & Paint at Diva’s Den Studios ✨
Friday at 7:00 PM
Bel Air · Diva's Den Studios
Almost full
5×5 Baltimore: The Art of Black Men — Opening Reception
Sat, Jun 20, 6:00 PM
Baltimore · Eubie Blake National Jazz Institute and Cultural Center
Almost full
5×5 Baltimore: The Art of Black Men — Opening Reception
Sat, Jun 20, 6:00 PM
Baltimore · Eubie Blake National Jazz Institute and Cultural Center
NeuroVision Journal: Color Your Becoming (Art + Reflection Experience)
Sun, May 31, 2:00 PM
Baltimore · Meander Art Bar
NeuroVision Journal: Color Your Becoming (Art + Reflection Experience)
Sun, May 31, 2:00 PM
Baltimore · Meander Art Bar
Jewels Sparkles at The Baltimore Eagle (Baltimore Pride 2026)
Fri, Jun 12, 8:00 PM
Baltimore · Baltimore Eagle
Jewels Sparkles at The Baltimore Eagle (Baltimore Pride 2026)
Fri, Jun 12, 8:00 PM
Baltimore · Baltimore Eagle
Sales end soon
Puerto Rican Bomba with Sheila Brown! BSDC Spring Dance Workshop Series!
Saturday at 3:00 PM + 2 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
Puerto Rican Bomba with Sheila Brown! BSDC Spring Dance Workshop Series!
Saturday at 3:00 PM + 2 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
Werkin Girls Drag Queen Show Baltimore - An Unforgettable Drag Show
Friday at 7:00 PM + 175 more
Baltimore · Workin Girls Drag Show Baltimore
Sales end soon
Werkin Girls Drag Queen Show Baltimore - An Unforgettable Drag Show
Friday at 7:00 PM + 175 more
Baltimore · Workin Girls Drag Show Baltimore
Ballet Chesapeake's Nutcracker Sweets 2026
Fri, Dec 4, 6:00 PM
Bel Air · Bel Air Armory
Ballet Chesapeake's Nutcracker Sweets 2026
Fri, Dec 4, 6:00 PM
Bel Air · Bel Air Armory
Sales end soon
Drag Queen Sip and Paint Baltimore The Drag Queen Paint experience
Saturday at 4:00 PM + 156 more
Baltimore · 1001 E Pratt St
Sales end soon
Drag Queen Sip and Paint Baltimore The Drag Queen Paint experience
Saturday at 4:00 PM + 156 more
Baltimore · 1001 E Pratt St

Trends in Chestertown

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Explore more trends

Frequently asked questions about Chestertown

What are the best events to attend?

According to Eventbrite, the best events are:

Father's Day Weekend Comedy At Ovenbird

Painting with Wool with Milana & Alla

Triple Threat Elite 2026 Recital

Baltimore Holy S#!T! An Unforgettable Comedy Tour on a Boat

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:

Sip & Paint at Diva’s Den Studios ✨

Werkin Girls Drag Queen Show Baltimore - An Unforgettable Drag Show

Puerto Rican Bomba with Sheila Brown! BSDC Spring Dance Workshop Series!

Drag Queen Sip and Paint Baltimore The Drag Queen Paint experience