Labor Day Events in Orlando

Labor Day Events in Orlando

Say farewell to summer and hello to a long weekend of labor day events in Orlando.

by LeeAnn Huntoon | August 31, 2022

The federal holiday that honors and recognizes the American Labor Force movement is also a long weekend filled with things to do in Orlando. Officially say farewell to summer and hello to a long weekend of labor day events in Orlando.

Friday, September 2nd

Labor Day Weekend Celebration

When: Friday, September 2nd from 12pm-12am

The Labor Day Weekend Celebration features live music, entertainment, bands, DJs, street performers, delicious food, and much more!

Promenade at Sunset Walk
Getting there
3251 Margaritaville Blvd, Kissimmee, FL 34747, USA
Mon-Sun 8 AM – 12 AM
More Info

The Great Irish Hooley at Raglan Road Orlando

When: Friday, September 2nd-September 5th

Get a good dose of authentic Irish music during the Great Irish Hooley at Raglan Road this Labor Day Weekend in Orlando. The lively party will have music, entertainment, food, and fun for the whole family.

Leu Gardens Labor Day Movie Night: Uncharted

When: Friday, September 2, 8pm

Enjoy an outdoor movie with your favorite date. Pack a dinner picnic basket and seating, alcohol is permitted. Tickets are just $7.

Saturday, September 3rd

Labor Day Luau Party at The Barn Sanford

When: September 3rd at 7 pm

Head to Sanford for a Labor Day Luau Party at the Barn. Come Dance Drink and Have Fun! 

The Barn in Sanford
Getting there
1200 S French Ave, Sanford, FL 32771, USA
Mon-Tue Closed
Wed 7pm–12am
Thu-Sat 7pm–2am
Sun Closed
More Info

Rum Punch & Brunch @ D’Junction (Labor Day Weekend)

When: September 3rd 12 pm and 2:30 pm seating

The Caribbean Brunch in Orlando is half brunch and half Labor Day weekend party. Reservations are required. There are 2 seating times 12 pm and 2:30 pm please purchase your ticket for the correct reservation time.

Sunday, September 4th

K92.3 All Star Jam: A Night of Acoustic Music

When: September 4th at 8pm

K92.3 All-Star Jam returns to Addition Financial Arena for a night of acoustic music on Sunday, September 4th at 8:00 pm. Features country music stars Dan +Shay, Jelly Roll, Michael Ray, Mitchell Tenpenny, Niko Moon, and Hailey Whitters.

Addition Financial Arena
Getting there
12777 Gemini Blvd N, Orlando, FL 32816, USA
Mon-Fri 9 AM – 5 PM
Sat-Sun Closed
More Info

Labor Day 5k

When: Septemer 4th at 6:45 am -9 am

The 3rd Annual Labor Day hosted by the Southern Timing Foundation, Inc will start and finish at the beautiful Harbor Park at Lake Baldwin. This scenic course will take you out and back around the lake, there is plenty of shade all around the course.

D.L. Hughley at Improv

When: September 4th at 7 pm

American actor and stand-up comedian best known as the original host of BET’s ComicView and star of ABC show The Hughleys, DL Hughley will be performing at the Improv Orlando this labor day weekend.

The Labor Day – Kick Back (Adult Game’s Day Party)

When: September 4th 5pm-9pm

Come Vibe and play some of your favorite games and have a few drinks all for a great cause. PORTIONS OF THE PROCEEDS WILL BE DONATED TO THE JHS BOOSTER CLUB.

Labor Day Bash Ft. DJ Icey and DJ Magic Mike

When: September 4th. Doors open at 7pm

Celebrate this labor day in Orlando with DJ Icey and DJ Magic Mike at the House of Blues this Sunday. The concert venue is general admission standing.

Monday, September 5th

Labor Day Skate

When: September 5th 1pm-5pm

Looking for kid-friendly labor day events in Orlando? Skate into Labor Day Weekend at Astro Skate! Bring your own pair and skate for only $1.99! The Family-Friendly Fun Center features roller skating, bounce houses, and arcade games.

Astro Skate of Orlando
Getting there
866 S Goldenrod Rd, Orlando, FL 32822, USA
Mon Closed
Tue 10 AM – 12 PM
Wed 6 – 11 PM
Thu 9 – 11:30 PM
Fri 8 – 11 PM
Sat 9 AM – 7 PM, 7:30 – 10:30 PM, 11 PM – 2 AM
Sun 1 – 5 PM, 5:30 – 8 PM, 8:30 – 11 PM
More Info


Free Labor Day Admission to Harry P. Leu Gardens

When: Monday, September 5, 9am-5pm
Head to Audubon Park and take a leisurely stroll around this beautiful botanical garden, free of charge on Monday, September 6. FREE Admission

Want to get away this Labor Day Orlando?

Check out Eat Play Stay for some day trip inspiration. Be prepared to experience legitimate vacation vibes and discover some of the special towns within a short drive of Orlando.

Eat Play Stay All Cities


Watch all of the episodes of “EAT PLAY STAY” for free on the Very Local channel. Available on Amazon Fire, Roku, Apple TV, & Android.

Very Local is your source for shows about local communities, bringing you 24/7 access to news, weather updates, and more. The Very Local app brings you fresh, untold stories from your very own city and communities like yours. Get the channel to stream Very Local free on Roku or Amazon Fire TV.Follow Very Local on Facebook and @VeryLocal on Instagram for more

LeeAnn Huntoon

LeeAnn Huntoon

LeeAnn M. Huntoon is the Web Editor for For over 15 years she's been writing hyper-local SEO content stories for print and digital publications in Orlando and across the country.

Explore more Very Local stories

Explore more Very Local stories

Download the Very Local app to stream all of the Very Local original series for FREE!

Download the Very Local app to stream all of the Very Local original series for FREE!

Featured Origional Series