Leonardtown Live Music Events

RenFest Southern Maryland

Brüdergarten (Brü) 23 May 2026

Six Gun South at Back Road Inn ☘️

Cryer's Back Road Inn 14 Mar 2026

Spring Fling Open Market & Car Show

Town Market LLC 26 Apr 2026

Live Music at Port of Leonardtown Winery for Special Olympics

Port of Leonardtown Winery 8 Mar 2026

Live at Port of Leonardtown Winery

Port of Leonardtown Winery 28 Mar 2026