What's On in Chestertown

2026-06-23 · Kent Island Resort

Celebrate the start of summer with an evening of handcrafted cocktails and seasonal fun.

Tue Jun 23 · 11:00 PM · Ripken Stadium

2026-06-24 · Fiber Arts Center Eastern Shore (FACES)

Come and join us to create an original wooden barn block with your choice of design!

2026-06-24 · Greek Village Restaurant & Lounge

Join us for a fun Paint Night where you’ll sip, create, and unleash your inner artist!

2026-06-24 · Critical Hit Games

Come join us to play in a Charity Dungeons and Dragons Adventure for the Trevor Project! https://www.thetrevorproject.org/

2026-06-24 · Fallston Barrel House

Designer Purses, Door Prices, Gift Baskets, Gift Cards, Vendors including tiny tattoos & more! You don't want to miss this

Wed Jun 24 · 11:00 PM · Ripken Stadium

2026-06-25 · 2120 Emmorton Park Rd

This gentle yoga class will guide you through the proper steps to relax your body and mind.

Thu Jun 25 · 11:00 PM · Ripken Stadium

2026-06-26 · Edgeley Grove Park

The 2nd Annual Sunflower Planting, a free community event celebrating individuals with visible and non-visible disabilities.

2026-06-26 · Moonlight Collective Studios

Join us at Moonlight Collective Studios (Abingdon, MD) to a custom hat or bag burning workshop!

2026-06-26 · gilbert w. perry, jr. center for the arts, West Main Street, Middletown, DE, USA

Join us as Paige Davis-Perez from introduces you to the magical world of fiber arts in this beginner-friendly needle felting workshop.

2026-06-26 · 120 S Union Ave

Learn to make Bridgerton Themed Mocktails -this season's don't want to miss drinks!

2026-06-26 · Cultural Center at the Opera House

Disney’s The Lion King KIDS is a musical adaptation of the beloved 1994 movie The Lion King

2026-06-26 · Barrel House Live

Nu Metal, No Problem! Time to get after it at Barrel House Live!

2026-06-27 · Bethlehem Church

Come join us for a fun, relaxing time, releasing your inner artist and getting creative.

2026-06-27 · Lums Pond State Park

Men Can Cook Competition: Men showcase their culinary skills, creativity, and culture in a fun, flavorful battle for top chef bragging

2026-06-27 · Barrel House Live

Line Dance Workshop for beginners

2026-06-27 · Eden Town Brewing Company

Get ready for a night of nonstop laughs featuring SIX hilarious comedians

2026-06-27 · Chestertown Volunteer Fire Co

Get ready for a night of smooth bluegrass vibes with Danny Paisley and the Southern Grass live!

2026-06-27 · The STAR Centre

Dirty Deeds - The AC/DC experience celebrates the thunderous energy of the Bon Scott and Brian Johnson era.

2026-06-27 · Havre de Grace Community Center

Get ready for laughs, glam, and bingo fun at Drag Bingo with the Havre de Grace Arts Collective!

2026-06-27 · Barrel House Live

The sights and sounds of Van Halen are coming to Fallston, Maryland!

2026-06-28 · MacGregor's Restaurant

Become a Jr K-9 Officer! Complete missions, and be sworn in by Tambo himself. Come meet local author Chris Bingham and celebrate his book.

2026-06-28 · The STAR Centre

Straight No Chaser is the real deal, the captivating sound of nine unadulterated human voices coming together to make extraordinary music

2026-06-28 · The Royal Palace Ballroom

Turn up the heat and get ready for FWA's Prestige - LIVE PRO WRESTLING Live from The Royal Palace

2026-06-29 · The STAR Centre

2 Week Musical Theatre Camp: Grades Rising 9-12

2026-06-29 · The STAR Centre

Find your inner superhero and "save the day!"

Thu Jul 2 · 11:00 PM · Ripken Stadium

Fri Jul 3 · 11:00 PM · Ripken Stadium