Leesburg Music Events

Progressive's Leesburg Bikefest

500 W Main St., Leesburg, FL, United States, Florida 34748 24 Apr 2026

Shamrockin Fest BBQ & Beer Festival - March 13th & 14th - Leesburg, FL

500 W. Main Street, Leesburg, FL, United States, Florida 34748 13 Mar 2026

Leesburg Bikefest: Lita Ford - Friday

Budweiser Main Stage 23 Apr 2026

Leesburg Bikefest 2026 - WTLE 95.9FM / Great Chicago Fire Stage

311 W. Magnolia, Leesburg, FL, United States, Florida 34748 23 Apr 2026

The R&B Day Party Experience

The Venetian Center 31 Jan 2026

New Jack Swing Forever!

323 Pine St 21 Mar 2026

Ultimate Creed & Collective Soul Tributes @ The Warehouse

The Warehouse Social Club operated by the Military Fire Police Support Association 7 Feb 2026

Battle of the Worship Bands

Pennbrooke Fairways Grand Hall 501 SR 44, Leesburg, FL 34748 1 Feb 2026

Farmers Market / Swap Meet

Dirty South Saloon 1 Feb 2026

Blues-BQ

500 W Main St, Leesburg, FL 34748, United States 21 Feb 2026

Central Florida Wounded Vet Run

1745 US Highway 441, Leesburg, FL, United States, Florida 34748 21 Feb 2026

Atlantic City Boys

Pennbrooke Fairways 15 Mar 2026

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

Frank's Rack & Grill 30 Jan 2026

Son☀Rae KARAOKE🎤SINGER SHOWCASE THURSDAYS@CR🏈SPORTS🍻BAR in LEESBURG f/ 6-10PM w/🎙DJ JEFF-fa-fa!

CR Sports Bar 29 Jan 2026

Pure Imagination

28229 County Rd 33, Leesburg, FL, United States, Florida 34748 21 Feb 2026

Damon Fowler - Leesburg Blues-BQ, Leesburg, FL - FREE EVENT!

501 W. Magnolia Street, Leesburg, FL 34748 21 Feb 2026

Discover Leesburg

500 W Main St, Leesburg, FL 34748, United States 13 Feb 2026

Valentine's Dinner Party/Cena de San Valentin

OzVee Enterprise Event Center and Tropical Oasis 14 Feb 2026

Tyler Glynn - Live at The Warehouse

The Warehouse Club - Military Fire Police Support Association 30 Jan 2026

FEBRUARY• WORSHIP ON THE WATER

Venetian Gardens, Leesburg 15 Feb 2026

Double M Big Band Spring Concert

Leesburg Library 27 Feb 2026

Leesburg Blues Brothers

Pennbrooke Fairways 15 Feb 2026

An Acoustic Evening with Sidewalk Prophets Spring 2026

Leesburg High School Auditorium 29 Mar 2026

MARCH • WORSHIP ON THE WATER

Venetian Gardens, Leesburg 15 Mar 2026

Heart and Harmony: The Women of the 70's

Leesburg Library 27 Mar 2026

Lake Concert Band In the Amphitheater!

Leesburg Library 7 Feb 2026

Ultimate Rush Tribute @ The Warehouse - Leesburg

The Warehouse Social Club operated by the Military Fire Police Support Association 16 May 2026

Fairy Hair Fun at Bike Night hosted by AmVets Post #2006 ~ Leesburg

500 N Canal St, Leesburg, FL 34748-5206, United States 21 Mar 2026

Beautiful Bobby Blackmon: Blues Music and History

Leesburg Library 13 Feb 2026

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

311 W. Magnolia, Leesburg, FL, United States, Florida 34748 12 Feb 2026

Majesty of Rock

Pennbrooke Fairways 19 Apr 2026

Bike Week 2026

Eagles Foe 23 Apr 2026

Groove Infusion at Dirty South Saloon

Dirty South Saloon 10 Apr 2026

Emily Ann Thompson with Kel - A Celtic Musical Performance

Leesburg Library 6 Mar 2026

Cool Cars (& Trucks) Under the Stars! Downtown Leesburg, Every Third Thursday! Food, Music @ More.

311 W. Magnolia, Leesburg, FL, United States, Florida 34748 19 Feb 2026

Gospel Concert w/the John & Kate Denner Family!

104 Perkins St, Leesburg, FL, United States, Florida 34748 1 Feb 2026

Sister Hazel in Leesburg

Bikefest 26 Apr 2026

Bluegrass in the Spring!

Leesburg Library 21 Mar 2026

Kenny Evans in Concert

25321 US-27 ste 101 18 Feb 2026

Mommy Play Group @ Lake

1041 Co Rd 468 11 Feb 2026