The Labor Day Triple is a three-day running event held from Saturday, September 5th to Monday, September 7th, 2026. Participants can choose from 50K, marathon, half marathon, 10K, and 5K races each day. The event takes place at Cady Way Park in Winter Park, Florida.
Distances: 50K, Marathon, Half Marathon, 10K, 5K
Start Times: Marathon and 50K - 5:00 AM; Half Marathon - 5:10 AM; 10K and 5K - 6:00 AM
Location: 2529 Cady Way, Winter Park, FL 32792
Note: This is a no-frills event. No t-shirts or age group awards. Bring your own water bottle.
| 50K | $75.00 | View |
| 50K all three days | $205.00 | View |
| Marathon | $65.00 | View |
| Marathon, all three days | $175.00 | View |
| Half Marathon | $55.00 | View |
| Half Marathon, all three days | $145.00 | View |
| 10K | $40.00 | View |
| 10K, all three days | $105.00 | View |
| 5K | $30.00 | View |
| 5K, all three days | $75.00 | View |
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