Here are the upcoming Entertainment events in Leonardtown:
- Hope In Harmony Winter Concert Series - Noel is happening on Sat 13 Dec 2025 from 7:00 PM onwards at Leonardtown High School
- Social’s Naughty Santa Party! is happening on Sat 20 Dec 2025 from 8:00 PM onwards at 41655 Fenwick St, Leonardtown, MD
- St. Maries Choral Arts Home Concert Carol Sing is happening on Mon 15 Dec 2025 from 7:00 PM onwards at First Saints Community Church, Leonardtown