Leonardtown Arts Events

Paws &Popcorn Movie Night: The Lion King

Meow Dyer Cat Cafe, LLC 14 Aug 2026

Arts & Entertainment Celebration First Friday

Leonardtown Square 4 Sep 2026

The Joe Cox Band LIVE @ The Rex Theatre

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 29 Aug 2026

Outdoor Art & Movie Night

Town Market LLC 19 Sep 2026

Jackson Perkins Live at the Rex Theatre

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 17 Oct 2026

90's Country Night by Hat Trick Band @ The Rex Theatre!

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 13 Aug 2026

2026 First Friday Audience Participation Drum Circle

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 5 Jun 2026

Arts & Entertainment Celebration First Friday

22699 MD-326, Leonardtown, MD 20650-3848, United States 5 Sep 2026

The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours) (FREE)

41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 4 Sep 2026

2026 First Friday Drumline Events

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 2 Oct 2026

Coastal Arts Market

Leonardtown Wharf Park 12 Sep 2026

Weekly Sound Reset

22660 Washington St 6 Jul 2026

The Old Jail Museum Open for Leonardtown First Fridays (Extended Hours)

41625 Courthouse Dr, Leonardtown, MD, United States, Maryland 20650 5 Jun 2026

Welcome Back Wednesdays (weekly workshops)

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 17 Jun 2026

Watercolor Blooms Painting Party Hosted by Brandy Blackstone

22694 Washington St 11 Aug 2026