Labor Day Triple

SEP
5-7
2026
Labor Day Triple is a three day running festival at Cady Way Park with 5K to 50K options on flat, shaded looped trails. Hand timed, low cost and a simple finisher medal make it perfect for relaxed racing or extra holiday miles.
5-7 Sep 2026
50 kilometers Marathon Half Marathon 10 kilometers 5 kilometers

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Event information

Labor Day Triple is a three-day running event held over Labor Day weekend at Cady Way Park, 2529 Cady Way, Winter Park, FL 32792 (GPS N 28.59458, W -081.31670). Each day offers multiple distance options and an all-three-days option. The event uses hand timing rather than chip timing. Courses are not certified and are not Boston qualifiers. Entry fees are lower than typical races and a simple finisher’s medal is provided. A nominal overall time limit is around nine hours.

Distances

  • 50K
  • Marathon
  • Half marathon
  • 10K
  • 5K

Course and logistics

Courses are lap-based on a paved, urban run/bike trail that is flat and largely shaded. Marathon/half laps are approximately 2.2 miles; the marathon is twelve of those laps and the half is six. The 5K/10K lap is about 1.55 miles; the 5K is two laps and the 10K is four. The 50K is fourteen marathon laps plus two small laps at the end. Each lap includes two street crossings and clearly marked turnarounds; rubber bands will be available for lap counting.

The start/finish is at a small pavilion where drop bags may be left. The aid station at start/finish provides water, Gatorade, soda, sweet and salty snacks, and ice; the event is cupless, so participants must bring their own hydration device. Marathon, 50K, and half marathon runners are advised to carry a light for early hours. Bathrooms are a short walk from the start/finish and are passed on each lap. Parking is available at Cady Way Park with overflow nearby. Visit the organization's website for the most recent information.

50 km
50k
Marathon
Marathon
Half Marathon
Half Marathon
10 km
10k
5 km