Upcoming Events in Leonardtown

Crossland Boys Varsity Basketball @ Chopticon

22 November 2025

Morganza, MD

Chopticon High School, 25390 Colton Point Rd

Calvert Boys Varsity Basketball @ Chopticon

13 February 2026

Morganza, MD

Chopticon High School, 25390 Colton Point Rd

Kids Barn Day

13 December 2025

Hollywood, MD

Free Rein Equine LLC, 23431 Huckleberry Way

Hit or Miss Halloween Bash in St. Mary's County

31 October 2025

Mechanicsville, MD

Southern Trail Distillery, 27227 Morganza Turner Rd

Parkside Boys JV Basketball @ St. Mary's Ryken

12 January 2026

Leonardtown, MD

St. Mary's Ryken High School, 22600 Camp Calvert Rd

Springdale Prep Girls Varsity Basketball @ St

16 February 2026

Leonardtown, MD

St. Mary's Ryken High School, 22600 Camp Calvert Rd

KCA Boys JV Basketball @ St. Mary's Ryken

17 December 2025

Leonardtown, MD

St. Mary's Ryken High School, 22600 Camp Calvert Rd

RCA Girls Varsity Basketball @ St. Mary's Ryken

02 December 2025

Leonardtown, MD

St. Mary's Ryken High School, 22600 Camp Calvert Rd

Calvert Boys Varsity Basketball @ Leonardtown

17 December 2025

Leonardtown, MD

Leonardtown High School, 23995 Point Lookout Rd

Shakespeare In Love - Sunday Dec. 7th @1pm

06 December 2025

Leonardtown, MD

Leonardtown High School, 23995 Point Lookout Rd