Labor Day Triple Marathon, Half Marathon, 10K & 5K

Saturday, August 31 – Monday, September 2, 2024 • Winter Park, FL


If you’re looking for cute bling, adoring crowds, and pep-you-up finish line bands—don’t look here. But if you’re looking for a chance to challenge yourself over—and over and over—again during Labor Day weekend, the Labor Day Triple Marathon, Half Marathon, 10K & 5K is right for you.

“These races are bare bones, low-key events for those who simply can’t survive a long holiday weekend without a triple,” write race organizers.

Choose to run one of the long weekend’s events, or challenge yourself by signing up for all three race days. (You’ll get a slight discount on your entry fee by tackling them all.)

The course is the same regardless of which day you choose—the real challenge here is one of day-to-day endurance, as you tackle back-to-back marathons, half marathons, 10Ks or 5Ks.

Participants will run out-and-back laps on the Cady Way Trail, which is flat, paved, and partially shaded. Marathoners will run 12 laps of 2.2 miles, and half marathoners will run 6 laps. For those in the 10K or 5K, runners will complete 4 or 2 laps of 1.55 miles, respectively. Turn around points for all races will be clearly marked.

Course aid for these races is minimal, with water, Gatorade, and light snacks available as you lap past the start/finish line. Because weather conditions are guaranteed to be hot and humid, organizers recommend carrying your own fluids, as well.

Race Weather & Climate

If you want to prove your toughness as a runner, September in Orlando is the time to do it. Be prepared for hot and humid weather, with temperatures that typically range from 72°F to 86°F.

Starting Time

  • 5:00 AM for all races
  • 6:00 AM optional late start for the 10K or 5K


  • $60 for each marathon, $170 for all three
  • $50 for each half marathon, $140 for all three
  • $30 for each 10K, $80 for all three
  • $20 for each 5K, $50 for all three

Registration & Official Race Website

To secure your spot in the 2024 running of the Labor Day Triple Marathon, Half Marathon, 10K & 5K, register online at here.



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See more races in: September, Florida