Leonardtown Arts Events

Puppet Show in the Park

Port of Leonardtown Park & Kayak Launch 20 Sep 2025

Sip ‘n Swap Book Club

41655 Fenwick St, Leonardtown, MD 10 Sep 2025

First Saturday of the Month Market Series

22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 1 Nov 2025

2025 First Friday Drumline Events!

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 3 Oct 2025

A Top Gun Party Night!

The Rex 27 Sep 2025

Redneck Rave at The Rex

The Rex 26 Sep 2025

Leonardtown Local Author & Book Fair

The Rex 14 Sep 2025

Family Tradition Hank Jr. Tribute @ The Rex Theatre Leonardtown, Maryland

The Rex Theatre 13 Sep 2025

Faire Witch Project at The Rex Theatre

22695 Washington St, Leonardtown, MD 2 Oct 2025

4th Annual Walk for Recovery

Leonardtown Square 20 Sep 2025

Monster Mash Bash

Leonardtown Wharf 19 Oct 2025

First Saturday of the Month Market Series

22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 4 Oct 2025

2025 Second Friday Socials at SMC Arts Council

22660 Washington St., Leonardtown, MD, United States, Maryland 20650 12 Sep 2025

Chesapeake Mermaid at U.S. Oyster Festival

St. Mary's County Fairgrounds 18 Oct 2025

Paranoid Gremlin Art Time 🌈

Town of Leonardtown 20 Sep 2025

The Basement Snakes Rock the Rex

The Rex 25 Sep 2025

Fall Dinner

Olde Breton Inn 24 Oct 2025

Awesome Scavenger Hunt! - Leonardtown Loot & Legends Hunt

41680 Tudor Pl 4 Dec 2024