Sunday, December 27 · 5K · 10K · Half Marathon · Marathon · Winter Park, FL
Holiday Five
PLACE : 2529 Cady Way, Winter Park, FL 32792 DESCRIPTION : Holiday Five, December 27, 28, 29, 30, 31, 2026 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…
Start line: Cady Way Trail Head
15 weeks to race day — get a training plan
A week-by-week plan scaled to Sunday, December 27, built around the Orlando run clubs on your training days — shareable by URL, no account needed.
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Frequently asked
- When is the Holiday Five?
- The next Holiday Five is Sunday, December 27 in Winter Park, FL.
- Where does the Holiday Five start?
- The Holiday Five starts at Cady Way Trail Head in Winter Park, FL.
- What distances does the Holiday Five offer?
- The Holiday Five offers Holiday Five 50K, all five days, Holiday Five 50K, Day 1, Holiday Five 50K, Day 2, Holiday Five 50K, Day 3, Holiday Five 50K, Day 4, Holiday Five 50K, Day 5, Marathon, Half Marathon, 10K and 5K.
- How do I register for the Holiday Five?
- You can register for the Holiday Five on RunSignup. Use the Register link above; RunVibe does not sell registrations directly.
Listed on RunSignup. Race details are the organiser’s — confirm the date and start time with them before you travel.