Running Races in Winter Park, Florida — 2026

There are 4 running races in Winter Park, Florida in 2026. The next is the Exclusive Endurance Mid-Distance Track Meet on August 1. Distances include 5K races.

Labor Day Triple

Sat, Sep 5 · Winter Park, FL Winter Park
Road Labor Day Triple, 5K, Day 1Labor Day Triple, 5K, all three daysLabor Day Triple, 5K, Day 2 +17
From $30 Open 50 spots left
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Holiday Five

Sun, Dec 27 · Winter Park, FL Winter Park
Road Holiday Five 5K, Day 4Holiday Five 5K, Day 2Holiday Five 5K, Day 3 +27
From $30 Open
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Sunshine Double

Sat, May 1 · Winter Park, FL Winter Park
Road Sunshine Double 5K, Day 1Sunshine Double 5K, both daysSunshine Double 5K, Day 2 +27
From $30 Closed
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All Florida Races

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