Leonardtown Festivals Events

Festivals Happening Next in Leonardtown, MD

40th Annual St Mary's County Crab and Music Festival

 St. Mary's County Fairgrounds 13 Jun 2026
MUSIC

RenFest Southern Maryland

 Brüdergarten (Brü) 23 May 2026
FITNESS USD 18 TO 50

St. Mary’s Freedom Fest

 St. Mary’s Freedom Fest 3 Jul 2026
FREEDOM-FESTIVALS

Spin It Again at RenFest Southern MD

 Brudergarten Beer Garden at Shepherd’s Old Field Market 24 May 2026
MUSIC

40th Anniversary Flag Day Celebration

 Leonard Hall Rec Center 14 Jun 2026
KIDS

Harry Potter Mystic Market & First Saturday of the Month

22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 7 Nov 2026