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Holiday Five — Winter Park, FL

Races
United States
Florida
Orlando, FL
Holiday Five

Marathon Half Marathon 5K 10K Ultra

Holiday Five

Sunday, December 27, 2026Winter Park, FL5K – 50K

Registration open

PLACE : 2529 Cady Way, Winter Park, FL 32792 DESCRIPTION : Holiday Five, December 27, 28, 29, 30, 31, 2025 What: 5 Distances, 5 days. 50K, Marathon, Half marathon, 10K, and 5K each day. Where: Cady Way Trail Head, 2529 Cady Way, Winter Park, FL 32792 Start Times: 50K, Marathon, and Half marathon—6:00 am; 5K and 10K—7:00 am. Time limit: 9.5 hours (or so) Parking: Cady Way Trailhead, near the Cady Way Pool. GPS coordinates: N 28.59458, W -081.31670 WARNING : Before you continue, be warned that these are low-key, bare bones, casual events. Set your expectations low—very low—so that your disappoin...

Races

Surface

Road

Dec 277:00 AM

$125

$150 after Dec 20

Dec 277:00 AM

$125

$150 after Dec 20

Not affiliated with this event. Official website. We may earn a commission on registrations.

Location

Cady Way Trail Head

Winter Park, FL 32792

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