Leesburg Special Events

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

07/30/2026

🇺🇸 Be a part of one of Leesburg’s most meaningful traditions!

Applications are now open for organizations that would like to participate in the City of Leesburg's Veterans Day Parade on Wednesday, November 11th at 11am through historic Downtown Leesburg.

In honor of America’s 250th Anniversary, parade participation is FREE this year! 🇺🇸

Whether you’re a veterans organization, business, school, civic group, or community organization, we’d love to have you join us.

SIGN UP TODAY!!! 🔗 https://www.cognitoforms.com/CityOfLeesburg1/VeteransDayParadeApplication

07/28/2026

⚡⚡🏆Congratulations Leesburg Lightning🏆⚡⚡

2026 FCSL CHAMPIONS. 🏆⚡️

What a run. What a team. What a season.

From the first pitch to the final out, this summer was one to remember. Thank you to everyone who showed up, supported us, and believed in the Bolts every step of the way.

There’s so much more to say, and a full season recap is coming soon.

For now… WE’RE CHAMPS. 🏆⚡️

07/27/2026

‼️BREAKING NEWS‼️

Scientists have confirmed that registering for the City of Leesburg's Flapjack 5K burns exactly zero calories... but it does save you $10.

Coincidentally, Early Bird Registration is NOW OPEN!

🔗 Registration link: https://runsignup.com/Race/FL/Leesburg/Flapjack5KPancakePalooza

We don’t make the rules. We just make really fun races.

✔️ Save $10 with Early Bird Registration

✔️ Score the FULL Race Day Swag

✔️ Join us for the 3rd Annual Flapjack 5K on Saturday, November 14 in Historic Downtown Leesburg.

Huge thanks to our partners for helping us keep this race flipping awesome:

📻 Real Radio 104.1

🏃 Sommer Sports

🎨 Leesburg Arts Center

🍳 Breakfast at Tiffany's Leesburg

So quit waffling!

Register now, save your ten bucks, and start practicing your post-race sentence:

“Yeah... I crushed it. Pass the syrup.”

Stay Golden and we’ll see you at the starting line.

07/20/2026

The countdown is officially on!

In just ONE WEEK, Early Bird Registration opens for the 3rd Annual City of Leesburg's Flapjack 5K, and you can stack up $10 in savings when registration goes live on July 27.

Save this registration link: https://runsignup.com/Race/FL/Leesburg/Flapjack5KPancakePalooza

💲7/27 – 8/31 Early Bird Registration $35
📅9/1 – 10/15 Registration $45
🏃10/14-11/13 “No Swag” Registration $30

Mark your calendar: July 27th
Save $10 with Early Bird pricing
Race Day: Saturday, November 14th

Don’t waffle on it! This is the lowest registration price you’ll see with full race day swag!

Keep an eye on Leesburg Special Events social media pages and your inbox for the registration link on July 27th.

Stay fluffy. Stay golden. And save room for pancakes. 🥞✨

Shout out to our partners!
Leesburg Arts Center
Real Radio 104.1
Breakfast at Tiffany's Leesburg

07/15/2026

🎉Fiesta en la Plaza is back for year 2️⃣

Join us in Downtown Leesburg to celebrate Hispanic Heritage Month with live music, incredible food, and great community vibes!

🗓️ Friday, September 25th
⏰ 5pm - 9pm
📍 Towne Square, Downtown Leesburg
🎟️ Free (bring the whole family!)

What’s happening:
•Live music from Latin Bridge Band & Angel of Boom 🎶
•Performance by Angelique the Dancing Queen 💃
•Local Hispanic food vendors and merchandise booths 🌮

Grab your family, friends, and dancing shoes! We’ll see you there!

If you’re interested in showcasing your business, we still have some sponsor and vendor spots open. Drop us a line at [email protected] if you’d like to join the fun.

🎉Fiesta en la Plaza is back for year 2️⃣
Join us in Downtown Leesburg to celebrate Hispanic Heritage Month with live music, incredible food, and great community vibes!

🗓️ Friday, September 25th
⏰ 5pm - 9pm
📍 Towne Square, Downtown Leesburg
🎟️ Free (bring the whole family!)

What’s happening:
•Live music from Latin Bridge Band & Angel of Boom 🎶
•Performance by Angelique the Dancing Queen 💃
•Local Hispanic food vendors and merchandise booths 🌮

Grab your family, friends, and dancing shoes! We’ll see you there!

If you’re interested in showcasing your business, we still have some sponsor and vendor spots open. Drop us a line at [email protected] if you’d like to join the fun.