Leonardtown Live Music Events

Live Music Happening Next in Leonardtown, MD

Levi Stephens LIVE

 22845 Washington Street. Unit C, Leonardtown, MD 18 Oct 2025
MUSIC

For the first time ever!!!

The Rex 18 Sep 2025
MUSIC

LHS Class of 2015 Reunion

 Port of Leonardtown Winery 13 Sep 2025
WORKSHOPS

TSC Acoustic Live at the Planetarium!

STARS To STEM, Inc. 3 Oct 2025
ENTERTAINMENT

Chesapeake Mermaid at U.S. Oyster Festival

 St. Mary's County Fairgrounds 18 Oct 2025
FESTIVALS

US Oyster Festival

 St. Mary's County Fairgrounds 18 Oct 2025
FESTIVALS USD 5 TO 24

Eclipse at The Rex

 The Rex 15 Nov 2025