Leonardtown Arts Events

Arts & Entertainment Celebration First Friday

Leonardtown Square 4 Sep 2026

Outdoor Art & Movie Night

Town Market LLC 19 Sep 2026

Christmas In July @ The Rex Theater 🎄

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 25 Jul 2026

2026 First Friday Audience Participation Drum Circle

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

🌴 Tropic Like It’s Hot: Ladies Night Sip & Shop

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 25 Jun 2026

🎉 YOU’RE INVITED… THE SALON TURNS 1! 🐾💜

22725 Duke Street 11 Jul 2026

Jacob & Friends Fundraising Cabaret

The Rex 25 Jun 2026

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

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

The Search: Finding the Meaning of Life

22800 Washington St, Leonardtown, MD, United States, Maryland 20650 6 Jul 2026

Stab & Gab - July 2026

Leonardtown Library 25 Jul 2026