Leesburg Festivals Events

Festivals Happening Next in Leesburg, FL

Experience the Culture of Haiti 2025

 Main Street Leesburg Fla 24 Aug 2025
ART

Christmas Festival & Parade

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

Trick or Treat on Main St.

 500 W Main St, Leesburg, FL 34748, United States 25 Oct 2025
TRICK-OR-TREAT

Discover Leesburg

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

Discover Leesburg

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

Fiesta en la Plaza

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

Iron Horse 2nd Anniversary party

 Leesburg, FL 6 Sep 2025
PARTIES

GFWC Woman's Club Fall Festival Quarter Auction

Fairfax Hall Leesburg, FL 11 Oct 2025
FESTIVALS

Discover Leesburg

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

Garden Party & Market

 Gary Lee Sligh Fabric Arts 6 Sep 2025
PARTIES

Cousins Maine Lobster🦞 at Leesburg : Tractor Supply Co.

 1706 Citrus Blvd, Leesburg, FL 34748 24 Aug 2025
CALENDAR

Half Way to St. Patrick's Day Party

 719 W Main St, Leesburg, FL, United States, Florida 34748 13 Sep 2025
PARTIES

Discover Leesburg

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

Ryback Ride | 4th Annual

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

Heidy's Bakeshop @Whimsy Market's GNO

 Venetian Center, Leesburg 25 Sep 2025
FOOD-DRINKS

Gator Bike Rally | Fall 2025

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

Trackside At Gator Bay

 Gator Bay Bar & Grill 24 Aug 2025

2025 Monster Dash 5K/10K Race

 Lake-Sumter State College (Leesburg, FL) 25 Oct 2025
SPORTS

Discover Leesburg 🎶 September 12th

 Leesburg City Hall/Town Square 12 Sep 2025
MUSIC

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

 MFPSA – Military, Fire, Police Support Association 20 Dec 2025
MUSIC USD 25 TO 31

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

 GATOR HARLEY-DAVIDSON 13 Sep 2025
MUSIC

Time Machine at Gator Harley Davidson - Toy Run

 GATOR HARLEY-DAVIDSON 6 Dec 2025

SF25 Merch DROP – For Suppressed Fest Ticket Holders Only (PICKUP ONLY)

 Ares Firearms Training Facility 25 Oct 2025
FESTIVALS USD 13 TO 48

Suppressed Fest 2025 - 10yr Anniversary

 Ares Firearms Training Facility 25 Oct 2025
FESTIVALS USD 13 TO 343

3rd Annual Trunk or Treat at Lake Port Square

 Lake Port Square 30 Oct 2025
TRUNK-OR-TREAT