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

Discover Leesburg

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

Live Music every Friday!

Fri, 12 Sep at 08:00 pm Dirty South Saloon

Discover Leesburg

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

Friday Night’s @ The Warehouse Club - LIVE MUSIC - FULL KITCHEN - FULL LIQUOR

 Fri, 12 Sep at 06:00 pm 312 S. 2nd Street, Leesburg, FL

Discover Leesburg

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

Fiesta en la Plaza

 Fri, 26 Sep at 05:00 pm 500 W Main St, Leesburg, FL 34748, United States

Ryback Ride | 4th Annual

Sat, 27 Sep at 08:00 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

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

Discover Leesburg

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

Half Way to St. Patrick's Day Party

 Sat, 13 Sep at 04:00 pm 719 W Main St, Leesburg, FL, United States, Florida 34748

9/11 Memorial Ride

 Sat, 13 Sep at 08:30 am 1745 US Highway 441, Leesburg, FL, United States, Florida 34748

SING DOWN THE GLORY– A Gospel Music Celebration

 Sun, 14 Sep at 06:00 pm 10200 Morningside Drive, Leesburg, FL, United States, Florida 34788

Harry "O" Jazz & Blues at the Speakeasy

 Sat, 13 Sep at 07:00 pm 118 S 2nd St, Leesburg, FL, United States, Florida 34748

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

 Sat, 20 Sep at 06:00 pm MFPSA – Military, Fire, Police Support Association USD 9 to 11

Gator Bike Rally | Fall 2025

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

1 Year Anniversary

 Sat, 13 Sep at 12:00 pm 11240 Northern Ave Suite 105, Leesburg, FL, United States, Florida 34788

Boots on the Ground Senior Party

 Mon, 08 Sep at 01:30 pm Leesburg Resource Center Free

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

 Wed, 10 Sep at 06:00 pm The Brick & Barrel Public House Leesburg, FL

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

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

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

Sandy Back Porch @ Leesburg Library

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

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

Thu, 11 Sep at 05:00 pm 311 W. Magnolia, Leesburg, FL, United States, Florida 34748

National Tailgate Party & World Walk Against Dementia

 Wed, 10 Sep at 11:00 am 1309 Marlene St, Leesburg, FL, United States, Florida 34748

Stevie G's Las Vegas Spectacular

 Sun, 25 Jan at 07:00 pm Pennbrooke Fairways

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

 Sat, 13 Sep at 11:00 am GATOR HARLEY-DAVIDSON

RRCC's 5th Year Anniversary Weekend Celebration

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

Discover Leesburg 🎶 September 12th

 Fri, 12 Sep at 05:00 pm Leesburg City Hall/Town Square

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

Honey the Highlander Paint Party at Mystic Ice Cream Leesburg

 Wed, 24 Sep at 01:00 pm 314 W Main St, Leesburg, FL 34748-5121, United States

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

 Tue, 09 Sep at 06:00 pm The Warehouse Social Club & Eatery - Live Music, Karaoke, Arcade & More

Veterans Day Parade

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