Entertainment events in Leesburg

• Fri, 12 Dec, 2025 - 05:00 PM

  Discover Leesburg

  500 W Main St, Leesburg, FL 34748, United States

  131+ Interested
• Sat, 13 Dec, 2025 - 07:00 PM

  Harry "O" Jazz & Blues at the Speakeasy

  118 S 2nd St, Leesburg, FL, United States, Florida 34748
• Fri, 12 Dec, 2025 - 01:00 PM

  Double M Big Band Winter Concert

  Leesburg Library

  Free
• Fri, 05 Dec, 2025 - 07:00 PM

  Cherokee Music Performer at the Speakeasy

  118 S 2nd St, Leesburg, FL, United States, Florida 34748
• Sat, 29 Nov, 2025 - 04:00 PM

  1920s' themed- Who Dunnit M**der Mystery Party

  Artist With a Purpose 100 N 4th St ,Leesburg, FL 34748

  USD 22
• Sat, 20 Dec, 2025 - 05:00 PM

  Toppermost Beatles @ The Warehouse - Leesburg (Ultimate Beatles Tribute)

  MFPSA – Military, Fire, Police Support Association

  USD 25
• Wed, 10 Dec, 2025 - 07:30 PM

  CWC Drama Ministry Presents: “’Tis the Season”

  1414 W Main St, Leesburg, FL 34748-4855, United States

  7+ Interested
• Sat, 17 Jan, 2026 - 11:00 AM

  Gator H-Ds 32nd Anniversary Party

  1745 US Highway 441, Leesburg, FL, United States, Florida 34748

  250+ Interested
• Sat, 06 Dec, 2025 - 03:00 PM

  Village of Newell Driveway Party with Permanent Vacation

  1960 Keel Court, Newell

  572+ Interested
• Fri, 05 Dec, 2025 - 09:00 PM

  Son☀Rae RED🎖SHIRT FRIDAY🎤KARAOKE at FRANK'S🎱PLACE in LEESBURG f/ 9PM-1AM w/ DJ🎙JEFF-fa-fa!

  Frank's Place
• Sat, 07 Feb, 2026 - 12:00 PM

  Lake Concert Band In the Amphitheater!

  Leesburg Library

  Free
• Sun, 21 Dec, 2025 - 03:00 PM

  LC Swing Big Band Christmas Concert

  GraceWay

  9+ Interested
• Wed, 10 Dec, 2025 - 02:00 PM

  Rockin' Around Marmaduke's

  Marmaduke's Lodge

  Free
• Sat, 06 Dec, 2025 - 09:00 AM

  Garden Party & Market

  Gary Lee Sligh Fabric Arts

  38+ Interested
• Sun, 25 Jan, 2026 - 07:00 PM

  Stevie G's Las Vegas Spectacular

  Pennbrooke Fairways