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
- 2ND ANNUAL DRINKSGIVING DECADES PARTY! is happening on Wed 26 Nov 2025 from 8:00 PM onwards at The Rex Theatre , Leonardtown