Leesburg Live Music Events

City of Leesburg's Christmas Festival & Parade

500 W Main St., Leesburg, FL, United States, Florida 34748 12 Dec 2026

Boots & BBQ for Boobies - A Firefighter Charity Mammogram Fundriaser Event

GATOR HARLEY-DAVIDSON 3 Oct 2026

City of Leesburg's Fiesta en la Plaza

500 W Main St., Leesburg, FL, United States, Florida 34748 25 Sep 2026

Great Chicago Fire Brewery 10th Anniversary Party!

311 W. Magnolia, Leesburg, FL, United States, Florida 34748 22 Aug 2026

5th Annual Ryback Ride

1745 US Highway 441, Leesburg, FL, United States, Florida 34748 26 Sep 2026

ROCK🎸HARD Returns to CR🏈SPORTS🍻BAR in LEESBURG - SATURDAY, AUGUST 15th f/ 2-6PM!

CR Sports Bar 15 Aug 2026

Oktoberfest Celebration with the Villages German Band

Leesburg Library 26 Sep 2026

Amvets Riders 2006 Bike Night featuring Goldrush Duo-FREE & PUBLIC WELCOME

Amvets Post 2006 Leesburg FL 15 Aug 2026

Second Thursday Downtown Leesburg Bike Night Sponsored by Gator Harley Davidson.

311 W. Magnolia, Leesburg, FL, United States, Florida 34748 9 Jul 2026

Friday Flicks at the Library: The Americas - The Amazon

Leesburg Library 14 Aug 2026

Son☀Rae RED🎖SHIRT FRIDAY🎤KARAOKE @ FRANK'S🎱RACK & GRILL in LEESBURG f/ 8PM-1AM w/ DJ🎙JEFF-fa-fa!

Frank's Rack & Grill 7 Aug 2026

Running into 3.2 5K Wellness Event

Lake Harris Drive 26 Sep 2026

Son☀Rae KARAOKE🎤SINGER SHOWCASE THURSDAYS@CR⚾SPORTS🍻BAR in LEESBURG f/ 6-9PM w/🎙DJ JEFF-fa-fa!

CR Sports Bar 6 Aug 2026

Friday Flicks at the Library: The Americas - The Frozen North

Leesburg Library 28 Aug 2026

Friday Flicks at the Library: The Americas - The Gulf Coast

Leesburg Library 7 Aug 2026

Friday Flicks at the Library: The Americas - The Wild West

Leesburg Library 21 Aug 2026

Scott Fish Live at HFV Speakeasy

118 S 2nd St, Leesburg, FL 22 May 2026