Leesburg Food & Drink Events

Food & Drink events Happening Next in Leesburg, FL

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

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

Wine Tasting

 Hamrick Family Vineyards, LLC 27 Dec 2025
FOOD-DRINKS

Cocoa Christmas Eve

 10401 U.S. 441, Leesburg, FL, United States, Florida 34788 24 Dec 2025
CHRISTMAS

Food Truck Fly-In @ Leesburg International Airport - KLEE

 8807 Airport Blvd., Leesburg, FL, United States, Florida 34788 7 Feb 2026
FOOD-DRINKS

Firefighter Charity Chili Cook Off at Gator in Leesburg

 GATOR HARLEY-DAVIDSON 17 Jan 2026
NONPROFIT

Rockstar Lobster at Bully Brewing Inc

 Bully Brewing INC 3 Jan 2026

Dirty Bingo

 Dirty South Saloon 31 Dec 2025
NEW-YEAR

3rd Annual Hangover Ride

 Dirty South Saloon 1 Jan 2026
MUSIC

Hagmas Eve 2025

 410 W Main St, Leesburg, FL, United States, Florida 34748 24 Dec 2025
CHRISTMAS

ROCK🎸HARD 4 AMVETS🎖RIDERS Leesburg Post #2006 BIKE🏍NIGHT - SATURDAY, JANUARY 17th 2026 f/ 6-9PM!

 Amvets Post 2006 Leesburg FL 17 Jan 2026
MUSIC

Taco Bout’ You – A Meet and Greet for Local Women Leesburg

 La Placita Paleteria y Taqueria 13 Jan 2026
MEET-AND-GREET USD 16

Blue Door Ball 2026

 Dozier Cir, Leesburg, FL 34748, United States 7 Mar 2026
FOOD-DRINKS

Driven returns to CR Sports Bar in Leesburg on December 6th!

 CR Sports Bar 24 Jan 2026
SPORTS

Driven returns to Gator Bay for an afternoon of Live Rock & Roll!

 Gator Bay Bar & Grill 25 Jan 2026
LIVE-MUSIC

Christmas Dinner At The Chill Pub

 The Chill Pub 25 Dec 2025
CHRISTMAS