Leonardtown Food & Drink Events

Food & Drink events 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
MUSIC USD 18 TO 50

Spin It Again at RenFest Southern MD

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

FREE! A "Good Earth" Day

 41675 Park Ave, Leonardtown, MD, United States, Maryland 20650 18 Apr 2026
KIDS

FAW SPRING SOCIAL AND AUCTION

 Olde Breton Inn and Bailey's Catering 24 Apr 2026

Analog Pop-Up Market: April 12th!

 22745 Washington St., Leonardtown, MD, United States, Maryland 20650 12 Apr 2026

Southern MD Spring Festival Car Show

 St. Mary's County Fairgrounds 2 May 2026
FESTIVALS

First Saturday of the Month Market Series

 22675 Washington St, The Bell Bldg Unit 106, Leonardtown MD 2 May 2026

Monday Madness

 26005 Point Lookout Rd, Leonardtown, MD 6 Apr 2026