Entertainment events in Leesburg in December

• Fri, 12 Dec, 2025 - 05:00 PM

  Discover Leesburg

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

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

  Village of Newell Driveway Party with Permanent Vacation

  1960 Keel Court, Newell

  572+ Interested
• Sat, 06 Dec, 2025 - 09:00 AM

  Garden Party & Market

  Gary Lee Sligh Fabric Arts

  38+ Interested
• Sun, 21 Dec, 2025 - 03:00 PM

  LC Swing Big Band Christmas Concert

  GraceWay

  9+ 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
• Wed, 10 Dec, 2025 - 02:00 PM

  Rockin' Around Marmaduke's

  Marmaduke's Lodge

  Free
• Sat, 13 Dec, 2025 - 07:00 PM

  Harry "O" Jazz & Blues at the Speakeasy

  118 S 2nd St, Leesburg, FL, United States, Florida 34748
• Sat, 13 Dec, 2025 - 02:00 PM

  5th Annual “ It Takes a Village” Toys & Bikes Giveback

  Pine Street Lounge352

  126+ Interested
• Sun, 07 Dec, 2025 - 12:30 PM

  Jingle Jam 2025

  2301 South Street, Leesburg, FL, United States, Florida 34748

  158+ Interested
• Sat, 20 Dec, 2025 - 05:00 PM

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

  MFPSA – Military, Fire, Police Support Association

  USD 25
• Sun, 07 Dec, 2025 - 04:00 PM

  Songs of Christmas - The Promise Fulfilled

  1005 W. Main St., Leesburg, FL, United States, Florida 34748

  17+ Interested
• Sat, 20 Dec, 2025 - 05:00 PM

  Amvets Riders Post 2006 Bike Night featuring Time Machine(open to the public)

  Amvets Post 2006 Leesburg FL

  14+ Interested