Arts events in Leonardtown

Check out happening arts events all around Leonardtown, MD

Puppet Show in the Park

 Sat, 20 Sep at 11:00 am Port of Leonardtown Park & Kayak Launch

Sip ‘n Swap Book Club

 Wed, 10 Sep at 06:00 pm 41655 Fenwick St, Leonardtown, MD

First Saturday of the Month Market Series

 Sat, 01 Nov at 09:00 am 22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD

2025 First Friday Drumline Events!

 Fri, 03 Oct at 05:30 pm 22660 Washington St., Leonardtown, MD, United States, Maryland 20650

Sidewalk Chalk Art Showcase

 Sun, 07 Sep at 10:00 am Leonardtown Wharf

Redneck Rave at The Rex

 Fri, 26 Sep at 09:00 pm The Rex

Leonardtown Local Author & Book Fair

 Sun, 14 Sep at 10:00 am The Rex

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

 Sat, 13 Sep at 08:00 pm The Rex Theatre

A Top Gun Party Night!

 Sat, 27 Sep at 09:00 pm The Rex

4th Annual Walk for Recovery

Sat, 20 Sep at 09:00 am Leonardtown Square

Faire Witch Project at The Rex Theatre

 Thu, 02 Oct at 06:00 pm 22695 Washington St, Leonardtown, MD

Monster Mash Bash

 Sun, 19 Oct at 01:00 pm Leonardtown Wharf

First Saturday of the Month Market Series

 Sat, 04 Oct at 09:00 am 22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD

2025 Second Friday Socials at SMC Arts Council

 Fri, 12 Sep at 01:00 pm 22660 Washington St., Leonardtown, MD, United States, Maryland 20650

Paranoid Gremlin Art Time 🌈

 Sat, 20 Sep at 10:00 am Town of Leonardtown

The Basement Snakes Rock the Rex

 Thu, 25 Sep at 07:00 pm The Rex

Chesapeake Mermaid at U.S. Oyster Festival

 Sat, 18 Oct at 12:00 pm St. Mary's County Fairgrounds

Fall Dinner

 Fri, 24 Oct at 06:00 pm Olde Breton Inn

Awesome Scavenger Hunt! - Leonardtown Loot & Legends Hunt

 Wed, 04 Dec at 08:00 am 41680 Tudor Pl USD 15