Leesburg Live Music Events

Christmas Festival & Parade

500 W Main St, Leesburg, FL 34748, United States 6 Dec 2025

Trick or Treat on Main St.

500 W Main St, Leesburg, FL 34748, United States 25 Oct 2025

Discover Leesburg

500 W Main St, Leesburg, FL 34748, United States 14 Nov 2025

SING DOWN THE GLORY– A Gospel Music Celebration

10200 Morningside Drive, Leesburg, FL, United States, Florida 34788 14 Sep 2025

Discover Leesburg

500 W Main St, Leesburg, FL 34748, United States 12 Dec 2025

Fiesta en la Plaza

500 W Main St, Leesburg, FL 34748, United States 26 Sep 2025

Auditions for GODSPELL 2012 REVISED VERSION

122 W. Main St., Leesburg, FL, United States, Florida 34748 24 Aug 2025

Discover Leesburg

500 W Main St, Leesburg, FL 34748, United States 12 Sep 2025

9/11 Memorial Ride

1745 US Highway 441, Leesburg, FL, United States, Florida 34748 13 Sep 2025

Discover Leesburg

500 W Main St, Leesburg, FL 34748, United States 10 Oct 2025

Dave Fortkamp at the Speakeasy

118 S 2nd St, Leesburg, FL 29 Aug 2025

Smells Like… An Unplugged Nirvana Experience @ The Warehouse Social Club

MFPSA – Military, Fire, Police Support Association 20 Sep 2025

Lupe on Keys at the Speakeasy

118 S 2nd St, Leesburg, FL, United States, Florida 34748 6 Sep 2025

Ryback Ride | 4th Annual

1745 US Highway 441, Leesburg, FL, United States, Florida 34748 27 Sep 2025

Leesburg Blues Brothers

Pennbrooke Fairways 15 Feb 2026

NEW! Son☀Rae🎤KARAOKE THURSDAYS at CR🏈SPORTS🍻BAR in LEESBURG from 6-9PM with🎙DJ JEFF-fa-fa!

CR Sports Bar 28 Aug 2025

Ultimate Santana Tribute @ The Warehouse Social Club & Eatery

MFPSA – Military, Fire, Police Support Association 18 Oct 2025

Gator Bike Rally | Fall 2025

1745 US HWY 441, Leesburg, FL, United States, Florida 34748 14 Nov 2025

Son☀Rae KARAOKE🎤MONDAYS at DIRTY🤠SOUTH🍻SALOON in LEESBURG f/ 7-11PM w/🎙DJ JEFF fa-fa!

Dirty South Saloon 25 Aug 2025

Son☀Rae🎤KARAOKE🐪WEDNESDAYS at The BRICK & BARREL in LEESBURG f/ 6-9PM w/ DJ🎙JEFF-fa-fa & SHELBY!

The Brick & Barrel Public House Leesburg, FL 27 Aug 2025

Trackside At Gator Bay

Gator Bay Bar & Grill 24 Aug 2025

U2 Ultimate Tribute @ The Warehouse (U2-2U)

The Warehouse Social Club operated by the Military Fire Police Support Association 17 Jan 2026

Phantasy Floyd @ The Warehouse Club (An Evening Dedicated To Pink Floyd)

MFPSA – Military, Fire, Police Support Association 15 Nov 2025

Discover Leesburg 🎶 September 12th

Leesburg City Hall/Town Square 12 Sep 2025

Second Thursday BIKE NIGHTS, Downtown Leesburg FL @ 5pm. HAPPY HOUR starts @ 4pm!

311 W. Magnolia, Leesburg, FL, United States, Florida 34748 11 Sep 2025

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

MFPSA – Military, Fire, Police Support Association 20 Dec 2025

ROCK🎸HARD 4 CHILDREN'S BURN Foundation @ GATOR HARLEY in LEESBURG - SAT, SEPT. 13th f/ 11am-3pm!

GATOR HARLEY-DAVIDSON 13 Sep 2025

Son☀Rae🎤KARAOKE at THE🎶WAREHOUSE in LEESBURG EVERY 2nd & 4th TUESDAY f/ 6-10PM w/🎙DJ JEFF-fa-fa!

The Warehouse Social Club & Eatery - Live Music, Karaoke, Arcade & More 26 Aug 2025