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Events and Things to do in Chestertown, MD

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Ink & Indie 2026 - Author Signing Event
Sat, Oct 3, 10:00 AM
Chestertown · 211 High St
Ink & Indie 2026 - Author Signing Event
Sat, Oct 3, 10:00 AM
Chestertown · 211 High St
Almost full
Turtle Paddle - 2026 - Sultana Education Foundation
Sat, Jun 13, 10:00 AM
Queen Anne · Tuckahoe State Park Boat Ramp
Almost full
Turtle Paddle - 2026 - Sultana Education Foundation
Sat, Jun 13, 10:00 AM
Queen Anne · Tuckahoe State Park Boat Ramp
Sales end soon
Landing Strip Spring Paint Night
Mon, Mar 23, 6:00 PM
Middle River · The Landing Strip
Sales end soon
Landing Strip Spring Paint Night
Mon, Mar 23, 6:00 PM
Middle River · The Landing Strip
Worsell Manor Styled Shoot
Tue, May 12, 5:30 PM
Warwick · 555 Worsell Manor Rd
Worsell Manor Styled Shoot
Tue, May 12, 5:30 PM
Warwick · 555 Worsell Manor Rd
Sales end soon
The STAR Centre Presents: Hollywood Nights
Friday at 8:00 PM
Havre de Grace · The STAR Centre
Sales end soon
The STAR Centre Presents: Hollywood Nights
Friday at 8:00 PM
Havre de Grace · The STAR Centre
The Cove Paint Night
Wed, Apr 8, 6:00 PM
Sparrows Point · The Cove
The Cove Paint Night
Wed, Apr 8, 6:00 PM
Sparrows Point · The Cove
Sales end soon
Beginner Yoga Every Tuesday & Thursday
Thursday at 6:00 PM + 41 more
Edgewood · 2120 Emmorton Park Rd
Sales end soon
Beginner Yoga Every Tuesday & Thursday
Thursday at 6:00 PM + 41 more
Edgewood · 2120 Emmorton Park Rd
Shells & Soul:Crab & Crush R&B Experience
Sat, Jun 20, 2:00 PM
Grasonville · Grasonville Community Center
Shells & Soul:Crab & Crush R&B Experience
Sat, Jun 20, 2:00 PM
Grasonville · Grasonville Community Center
One Nine Paint Party
Tue, Apr 7, 6:00 PM
Edgemere · The One Nine
One Nine Paint Party
Tue, Apr 7, 6:00 PM
Edgemere · The One Nine
(INACTIVE SITE -DO NOT USE) Queen Anne's County Prayer Breakfast
Thu, Apr 23, 7:00 AM
Chester · Kent Island Fire Department
(INACTIVE SITE -DO NOT USE) Queen Anne's County Prayer Breakfast
Thu, Apr 23, 7:00 AM
Chester · Kent Island Fire Department
Almost full
DOUBLE DURAN: The Ultimate Duran Duran Experience
Saturday at 8:00 PM
Havre de Grace · Cultural Center at the Opera House
Almost full
DOUBLE DURAN: The Ultimate Duran Duran Experience
Saturday at 8:00 PM
Havre de Grace · Cultural Center at the Opera House
PMP Live Instructor Led Certification Training Bootcamp Aberdeen, MD
Saturday at 9:00 AM + 1 more
Aberdeen · Aberdeen
PMP Live Instructor Led Certification Training Bootcamp Aberdeen, MD
Saturday at 9:00 AM + 1 more
Aberdeen · Aberdeen
Almost full
Elegant Afternoon Tea at Brampton 1860
Sun, Mar 29, 2:00 PM
Chestertown · 25227 Chestertown Rd
Almost full
Elegant Afternoon Tea at Brampton 1860
Sun, Mar 29, 2:00 PM
Chestertown · 25227 Chestertown Rd
The STAR Centre presents: Illusionist Leon Etienne
Sat, Mar 28, 7:00 PM
Havre de Grace · The STAR Centre
The STAR Centre presents: Illusionist Leon Etienne
Sat, Mar 28, 7:00 PM
Havre de Grace · The STAR Centre
Going fast
Spring 2026 APA 8-Ball Mega Singles Tournament
Saturday at 5:00 PM
Dundalk · The New Green Room Billiards
Going fast
Spring 2026 APA 8-Ball Mega Singles Tournament
Saturday at 5:00 PM
Dundalk · The New Green Room Billiards
Beginnings: A Celebration of the Music of Chicago
Sat, Apr 18, 8:00 PM
Havre de Grace · The STAR Centre
Beginnings: A Celebration of the Music of Chicago
Sat, Apr 18, 8:00 PM
Havre de Grace · The STAR Centre
Almost full
Jim Breuer: Find The Funny
Mon, May 11, 8:00 PM
Havre de Grace · The STAR Centre
Almost full
Jim Breuer: Find The Funny
Mon, May 11, 8:00 PM
Havre de Grace · The STAR Centre
Mojo Car Show 2026
Sun, Aug 2, 12:00 PM
Edgewood · Cunion Field
Mojo Car Show 2026
Sun, Aug 2, 12:00 PM
Edgewood · Cunion Field
Charly's Door Hanger Paint Night
Wed, Apr 15, 6:00 PM
Essex · Charly's Waterfront
Charly's Door Hanger Paint Night
Wed, Apr 15, 6:00 PM
Essex · Charly's Waterfront
Sales end soon
Family Game Night at sweetFrog Kent Island
Thursday at 5:00 PM + 9 more
Chester · sweetFrog Kent Island
Sales end soon
Family Game Night at sweetFrog Kent Island
Thursday at 5:00 PM + 9 more
Chester · sweetFrog Kent Island

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:

Ink & Indie 2026 - Author Signing Event

Turtle Paddle - 2026 - Sultana Education Foundation

Landing Strip Spring Paint Night

Worsell Manor Styled Shoot

Which events are currently trending in Chestertown?

The trending searches this month in Chestertown are:

events happening today near me

minary's dream alliance inc

Which events are coming up?

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

Family Game Night at sweetFrog Kent Island

Beginner Yoga Every Tuesday & Thursday

The STAR Centre Presents: Hollywood Nights

PMP Live Instructor Led Certification Training Bootcamp Aberdeen, MD