Entertainment events in Leesburg

Check out happening entertainment events all around Leesburg, FL

Christmas Festival & Parade

 Sat, 06 Dec at 01:00 pm 500 W Main St, Leesburg, FL 34748, United States

Trick or Treat on Main St.

 Sat, 25 Oct at 04:00 pm 500 W Main St, Leesburg, FL 34748, United States

Free Movie for Seniors: Soul on Fire

 Wed, 29 Oct at 02:00 pm AMC Lake Square 12 Free

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

 Fri, 13 Mar at 05:00 pm 500 W. Main Street, Leesburg, FL, United States, Florida 34748

Cruisin' for St. Jude - Escorted Ride

 Sat, 04 Oct at 08:00 pm 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

Stevie G's Las Vegas Spectacular

 Sun, 25 Jan at 07:00 pm Pennbrooke Fairways

Farndale Avenue A Christmas Carol AUDITIONS

 Sun, 12 Oct at 07:00 pm 122 W. Main St., Leesburg, FL, United States, Florida 34748

Discover Leesburg

 Fri, 10 Oct at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Discover Leesburg

 Fri, 14 Nov at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

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

 Sat, 15 Nov at 06:00 pm MFPSA – Military, Fire, Police Support Association USD 9 to 11

Ultimate Santana Tribute @ The Warehouse Social Club & Eatery

 Sat, 18 Oct at 06:00 pm MFPSA – Military, Fire, Police Support Association USD 21 to 31

Harry "O" Jazz & Blues at the Speakeasy

 Sat, 11 Oct at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

Discover Leesburg

 Fri, 12 Dec at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Gator Bike Rally | Fall 2025

 Fri, 14 Nov at 09:00 am 1745 US HWY 441, Leesburg, FL, United States, Florida 34748

BOOS AND TOX

Sat, 11 Oct at 06:00 pm 109 Orange Ave., Leesburg, FL

Driven returns to Gator Harley-Davidson for their St. Jude event October4th!

Sat, 04 Oct at 11:00 am GATOR HARLEY-DAVIDSON

DuPLEXer returns to rock GATOR BAY

 Sat, 15 Nov at 01:00 pm Gator Bay Bar & Grill

Cherokee Music Performer at the Speakeasy

 Fri, 03 Oct at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

October • WORSHIP ON THE WATER •NEW TIME 5:00pm*

 Sun, 19 Oct at 05:00 pm Venetian Gardens, Leesburg

Sandy Back Porch @ Leesburg Library

 Fri, 03 Oct at 01:00 pm 100 E Main St, Leesburg, FL 34748

Time Machines 6th Anniversary Party @ Dirty South Saloon 10/3/25 8-11pm

 Fri, 03 Oct at 08:00 pm Dirty South Saloon 1850 US-441, Leesburg, FL

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

 Fri, 03 Oct at 09:00 pm Frank's Place

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

 Sat, 17 Jan at 06:00 pm The Warehouse Social Club operated by the Military Fire Police Support Association USD 25 to 31

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

 Tue, 14 Oct at 06:00 pm The Warehouse Social Club & Eatery - Live Music, Karaoke, Arcade & More

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

Thu, 09 Oct at 05:00 pm 311 W. Magnolia, Leesburg, FL, United States, Florida 34748

Shades of Rock at Gator Bay 🌞

 Sun, 26 Oct at 01:00 pm Gator Bay Bar & Grill

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

 Sat, 20 Dec at 05:00 pm MFPSA – Military, Fire, Police Support Association USD 25 to 31

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

 Sat, 13 Dec at 02:00 pm Pine Street Lounge352

RRCC's 5th Year Anniversary Weekend Celebration

 Fri, 09 Jan at 12:00 am Lake Yale Baptist Conference Center USD 66 to 269

DuPLEXer returns to rock GATOR BAY

 Sat, 27 Dec at 01:00 pm Gator Bay Bar & Grill

Veterans Day Parade

 Sat, 08 Nov at 11:00 am 500 W Main St, Leesburg, FL 34748, United States

Garden Party & Market

 Sat, 04 Oct at 08:00 am Gary Lee Sligh Fabric Arts

Benefit Concert @ The Warehouse Social Club

 Sun, 26 Oct at 04:00 pm The Warehouse Club - Military Fire Police Support Association