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Holiday Five
Wednesday, December 30, 2026 · Winter Park, United States
Distances
5K
10K
Half
Full
49.9km
About this race
Holiday Five is a small race series in Winter Park, starting at 6:00 AM EST, offering 50K, marathon, half marathon, 10K, and 5K distances. The field is typically small, ranging from 1 to 100 participants, giving it the feel of a low-key local event rather than a large production.
The races take place on a paved, partly shaded bike path within an urban environment. The course is fast and flat, with average temperatures between 53 and 72 degrees. Easy parking and a generous time limit make it accessible for first-time participants, casual runners, and those seeking a straightforward race experience.
Start location
Cady Way Trail Head
Winter Park, FL