Best events in
Chestertown

Looking for something to do in Chestertown? Whether you're a local, new in town or just cruising through we've got loads of great tips and events. You can explore by location, what's popular, our top picks, free stuff... you got this. Ready?

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Nearby cities

Washington

56 miles away

Philadelphia

71 miles away

Baltimore

30 miles away

New York

148 miles away

Richmond

138 miles away

Alexandria

60 miles away

Arlington

60 miles away

Newark

145 miles away

Jersey City

149 miles away

Columbia

42 miles away

Allentown

101 miles away

Crownsville

30 miles away

Washington

56 miles away

Philadelphia

71 miles away

Baltimore

30 miles away

New York

148 miles away

Richmond

138 miles away

Alexandria

60 miles away

Arlington

60 miles away

Newark

145 miles away

Jersey City

149 miles away

Columbia

42 miles away

Allentown

101 miles away

Crownsville

30 miles away

Online Events

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Empoderando a la Juventud - Seguridad Corporal Para Padres y Cuidadores

Wednesday at 18:30 CDT

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Finanzas Empresariales 2, Queens, 5/14/26

Thu, May 14, 6:00 PM EDT

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Henry VII: Treason and Trust

Fri, May 15, 2:00 PM GMT+1

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Curso de Fotocatálisis: Fundamentos y Aplicaciones (5ª edición)

Mon, May 18, 6:00 PM GMT+2

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Adicciones a sustancias (alcoholismo, drogas).

Tue, May 19, 4:30 PM GMT+2

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Regulación de las Conductas Desadaptativas en Niños y Adolescentes

Wed, May 27, 8:00 PM GMT-3

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Bakersfield Career Fair

Wed, May 27, 9:30 AM PDT

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WEBINAR GRATIS: 3 CLAVES RELACIÓN ENTRE LA MANDÍBULA - POSTURA Y PISADA

Wed, May 27, 9:00 PM GMT+2

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Empoderando a la Juventud - Seguridad Corporal Para Padres y Cuidadores

Wednesday at 18:30 CDT

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Finanzas Empresariales 2, Queens, 5/14/26

Thu, May 14, 6:00 PM EDT

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Henry VII: Treason and Trust

Fri, May 15, 2:00 PM GMT+1

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Curso de Fotocatálisis: Fundamentos y Aplicaciones (5ª edición)

Mon, May 18, 6:00 PM GMT+2

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Adicciones a sustancias (alcoholismo, drogas).

Tue, May 19, 4:30 PM GMT+2

Check ticket price on event

Regulación de las Conductas Desadaptativas en Niños y Adolescentes

Wed, May 27, 8:00 PM GMT-3

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Bakersfield Career Fair

Wed, May 27, 9:30 AM PDT

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WEBINAR GRATIS: 3 CLAVES RELACIÓN ENTRE LA MANDÍBULA - POSTURA Y PISADA

Wed, May 27, 9:00 PM GMT+2

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Events near Chestertown

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Jim Breuer: Find The Funny

Monday at 20:00

The STAR Centre

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Headwaters of the Choptank Paddle - 2026 - Sultana Education Foundation

Sat, May 16, 10:00 AM

Greensboro Boat Ramp in the Greensboro Community Park

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Loving the Woman You Already Are (and Learning to See Yourself Again)

Sat, May 16, 9:30 AM

2158 Renard Ct

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An Ikonic RNB Sing Along with CASE, Sunshine Anderson & Paula Campbell

Sat, May 16, 10:00 PM

Ikonic Live

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Maryland Deathfest XXI

Thu, May 21, 4:00 PM

Baltimore, MD

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2026 Autism Family Fun Fest

Sat, May 30, 10:00 AM

Aberdeen Festival Park

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CIGARS & SUNDRESSES

Sat, Jun 20, 7:00 PM

Back Creek Golf Club

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Town Square Summer Vendor Fair

Sat, Jun 20, 10:00 AM

9708 Belair Rd

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Jim Breuer: Find The Funny

Monday at 20:00

The STAR Centre

Check ticket price on event

Headwaters of the Choptank Paddle - 2026 - Sultana Education Foundation

Sat, May 16, 10:00 AM

Greensboro Boat Ramp in the Greensboro Community Park

Check ticket price on event

Loving the Woman You Already Are (and Learning to See Yourself Again)

Sat, May 16, 9:30 AM

2158 Renard Ct

Check ticket price on event

An Ikonic RNB Sing Along with CASE, Sunshine Anderson & Paula Campbell

Sat, May 16, 10:00 PM

Ikonic Live

Check ticket price on event

Maryland Deathfest XXI

Thu, May 21, 4:00 PM

Baltimore, MD

Check ticket price on event

2026 Autism Family Fun Fest

Sat, May 30, 10:00 AM

Aberdeen Festival Park

Check ticket price on event

CIGARS & SUNDRESSES

Sat, Jun 20, 7:00 PM

Back Creek Golf Club

Check ticket price on event

Town Square Summer Vendor Fair

Sat, Jun 20, 10:00 AM

9708 Belair Rd

Check ticket price on event

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Points of Interest near Chestertown

Massoniart Gallery

Nearby cities

Washington

Philadelphia

Baltimore

New York

Richmond

Alexandria

Arlington

Newark

Jersey City

Columbia

Allentown

Crownsville

Washington

Philadelphia

Baltimore

New York

Richmond

Alexandria

Arlington

Newark

Jersey City

Columbia

Allentown

Crownsville

Online Events

Empoderando a la Juventud - Seguridad Corporal Para Padres y Cuidadores

Finanzas Empresariales 2, Queens, 5/14/26

Henry VII: Treason and Trust

Curso de Fotocatálisis: Fundamentos y Aplicaciones (5ª edición)

Adicciones a sustancias (alcoholismo, drogas).

Regulación de las Conductas Desadaptativas en Niños y Adolescentes

Bakersfield Career Fair

WEBINAR GRATIS: 3 CLAVES RELACIÓN ENTRE LA MANDÍBULA - POSTURA Y PISADA

Empoderando a la Juventud - Seguridad Corporal Para Padres y Cuidadores

Finanzas Empresariales 2, Queens, 5/14/26

Henry VII: Treason and Trust

Curso de Fotocatálisis: Fundamentos y Aplicaciones (5ª edición)

Adicciones a sustancias (alcoholismo, drogas).

Regulación de las Conductas Desadaptativas en Niños y Adolescentes

Bakersfield Career Fair

WEBINAR GRATIS: 3 CLAVES RELACIÓN ENTRE LA MANDÍBULA - POSTURA Y PISADA

Events near Chestertown

Jim Breuer: Find The Funny

Headwaters of the Choptank Paddle - 2026 - Sultana Education Foundation

Loving the Woman You Already Are (and Learning to See Yourself Again)

An Ikonic RNB Sing Along with CASE, Sunshine Anderson & Paula Campbell

Maryland Deathfest XXI

2026 Autism Family Fun Fest

CIGARS & SUNDRESSES

Town Square Summer Vendor Fair

Jim Breuer: Find The Funny

Headwaters of the Choptank Paddle - 2026 - Sultana Education Foundation

Loving the Woman You Already Are (and Learning to See Yourself Again)

An Ikonic RNB Sing Along with CASE, Sunshine Anderson & Paula Campbell

Maryland Deathfest XXI

2026 Autism Family Fun Fest

CIGARS & SUNDRESSES

Town Square Summer Vendor Fair

Things to do around Chestertown

Points of Interest near Chestertown