Newly Added
What are the upcoming Entertainment events in Leonardtown?
![Expand FAQ]()
Here are the upcoming Entertainment events in Leonardtown:
- Christmas on the Square & Annual Tree Lighting is happening on Fri 28 Nov 2025 from 4:30 PM onwards at Town of Leonardtown
- Ugly Sweater Party at The Rex featuring In Too Deep is happening on Fri 28 Nov 2025 from 8:00 PM onwards at The Rex Theatre , Leonardtown
- Social’s Naughty Santa Party! is happening on Sat 20 Dec 2025 from 8:00 PM onwards at 41655 Fenwick St, Leonardtown, MD
- Hope In Harmony Winter Concert Series - Noel is happening on Sat 13 Dec 2025 from 7:00 PM onwards at Leonardtown High School
- 2ND ANNUAL DRINKSGIVING DECADES PARTY! is happening on Wed 26 Nov 2025 from 8:00 PM onwards at The Rex Theatre , Leonardtown
- 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
