Leesburg Special Events

09/10/2026

☀️ After a summer break, Discover Leesburg is BACK! 💙

Join us Friday, September 11th from 6pm-9pm for an evening of live music, local vendors, and community connection featuring a live musical performance from Ray Nichols, and evening market brought to you by Orange Blossom Market Co.

Featuring delicious food options!
Pamela’s Southern Soul Kitchen
GringaMex

Along with a Special 9/11 Remembrance to start the night off, brought to you by Great Chicago Fire Brewery, Chicago Style Food, Pizza & More & your Downtown Leesburg Business Association 🇺🇸

Discover Leesburg | Friday, Sept 11th | 6pm - 9pm | Downtown Leesburg

09/10/2026

🗺 Discover Leesburg is happening FRIDAY NIGHT w/ Ray Nichols set to perform 🌟🎸 | September 11th; 6pm-9pm

Along with a Special 9/11 Remembrance to start the night off, brought to you by Great Chicago Fire Brewery, Chicago Style Food, Pizza & More & your Downtown Leesburg Business Association.

🖌As well as the opening reception for the art exhibition "Origins" by Claire Molina at Leesburg Arts Center from 5:30pm-7pm🎨

Discover Leesburg | Friday, Sept 11th | 6pm - 9pm | Downtown Leesburg

A local pub owner debuts a special 9/11 tune as Leesburg gathers for music, art, and remembrance in Towne Square this Friday. See link below ⬇️

📸 Ray Nichols

08/20/2026

Come hungry to City of Leesburg's Fiesta en la Plaza brought you by Orlando Health! 🌮🤤

We’re serving up some serious flavor at Towne Square with an incredible lineup of local food vendors:

🇲🇽 GringaMex
🇵🇷 Pipo’s Latin Food
🇨🇺 El Cubanito Subs
🥤 Reel Squeeze
🥖 Churros & Cream
🇵🇪 Peru Power

Beyond the great food, we’ve got live music from the Latin Bridge Band, DJ Angel of Boom, a special dance performance by Angelique, local merchandise vendors to check out, and many surprises!

🗓️ Friday, September 25th | 5pm - 9pm
📍 Towne Square in Downtown Leesburg
🎟️ Admission is Free!

Bring your appetite, grab your lawn chairs, and come celebrate with us!

08/18/2026

🎉🔥 THE FIESTA IS BACK, LEESBURG! 💃🎶

Get ready for the 2nd Annual Fiesta en la Plaza, brought to you by Orlando Health, as Downtown Leesburg comes alive in celebration of Hispanic Heritage Month! 🌴❤️

📅 Friday, September 25, 2026
⏰ 5:00 PM – 9:00 PM
📍 Towne Square | Downtown Leesburg, FL
🎟️ FREE ADMISSION — Bring the whole family!

🎶 DJ Angel of Boom will keep the party going all evening
🎤 Dance to live music from the Latin Bridge Band
💃 Catch a special performance by Angelique the Dancing Queen
🌮 Come hungry for incredible food from local Hispanic food vendors
🛍️ Shop unique finds from Hispanic-owned merchandise vendors
🥳 Plus plenty of music, dancing, culture and community fun!

Bring your lawn chairs, family and friends and experience an evening filled with the sounds, flavors and energy of Hispanic culture right in the heart of the Lakefront City.

Whether you're coming to dance, eat, shop or simply enjoy the atmosphere, everyone is invited!

📺 LakeFront TV will see you at the Fiesta!

👉 TAG your Fiesta crew and SHARE the word — September 25th, Downtown Leesburg is the place to be!

07/31/2026

🎉 Get paid to help create unforgettable events!

We’re hiring Part-Time Special Events Staff to help with festivals, concerts, parades, and more!

✨ Flexible schedule
💪 Stay active
🤝 Meet new people
🎊 Be part of the action

📲 Apply Today! 👉https://www.governmentjobs.com/careers/leesburgflorida/jobs/5428042/event-activation-specialist-special-events