Upcoming Events in Leonardtown

Construction, Manufacturing, & Transportation Job Fair

 22950 Hollywood Rd 11 Mar 2026
FREE

St. Mary’s Freedom Fest

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

43rd Annual Easter Egg Festival

 St. Mary's County Fairgrounds 28 Mar 2026
FESTIVALS

RenFest Southern Maryland

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

Construction, Manufacturing, & Transportation Job Fair

 22950 Hollywood Rd 11 Mar 2026
FREE

Get Lucked Up @ Rex Theater St Patty's Day Party!

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 13 Mar 2026
ART

29th Run & Fun Walk for Hospice of St. Mary’s

St. Mary's County Recreation & Parks 11 Apr 2026
NONPROFIT

Reggie Rice: Adult Daycare

22695 Washington St, Leonardtown, MD, United States, Maryland 20650 21 Mar 2026
COMEDY

Ceramic Charcuterie board DYI workshop

 23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650 28 Mar 2026
WORKSHOPS

SDVFDRS Auxiliary Spring Craft Vendor Fair & Community Yard Sale

 St. Mary's County Fairgrounds 7 Mar 2026
FOOD-DRINKS

LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS

 The Rex Theatre 11 Apr 2026
ENTERTAINMENT USD 0 TO 642

Rabies Clinic with SMAWL @ St. Mary's Fair Grounds

 St. Mary's County Fairgrounds 11 May 2026
HEALTH-WELLNESS

Six Gun South at Back Road Inn ☘️

 Cryer's Back Road Inn 14 Mar 2026
SAINT-PATRICKS-DAY

1st Pop Up Event!

 St. Mary's County Fairgrounds 14 Mar 2026

SMAWL Low Cost Vaccination Clinic

St. Mary's County Fairgrounds 9 Mar 2026
DRIVE-THRU

Rabies Clinic with SMAWL @ St. Mary's Fair Grounds

 St. Mary's County Fairgrounds 13 Apr 2026
HEALTH-WELLNESS

Hoppin Good Time! Easter Bunny Pics **pet and kid friendly**

 Shepherd's Old Field Market 29 Mar 2026
EASTER-BUNNY

🏳️‍🌈MasQUEERade Ball🪩

 Olde Breton Inn and Bailey's Catering 28 Mar 2026
NONPROFIT

Leonardtown Wharf Coastal Arts Market

 Washington St, Leonardtown, MD 20650, United States 11 Apr 2026
ART

Rabies Clinic with SMAWL @ St. Mary's Fair Grounds

 St. Mary's County Fairgrounds 8 Jun 2026
HEALTH-WELLNESS

More things to do in Leonardtown

Food & Drinks
St. Patrick's Day
Easter
Pop-Ups
Festivals
Comedy
Job Fairs
Fireworks
Easter Egg Hunt
Music Festivals
Bar Crawls