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Trail races in Orlando & Winter Park (2026-27)
Updated
2 trail races are coming up in Orlando & Winter Park in the next 90 days; the next is Turkey Trails- Orlando on Saturday, November 7 in Orlando. 5 trail races are listed in Orlando & Winter Park for the next 12 months; the next one starts from $22.
All OrlandoOrlando & Winter Park (5)Kissimmee, Clermont & Winter Garden (7)Seminole County & West Volusia (10)
By date
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Sat Nov 7 · 8:00 AM · Orlando · Orlando & Winter Park
1 mile5K10KHalf marathonTrail
from $22Sign up ↗ -
Sun Dec 27 · 6:00 AM · Winter Park · Orlando & Winter Park
5K10KHalf marathonMarathon50KTrail
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Sat Feb 20 · 5:00 AM · Winter Park · Orlando & Winter Park
5K10KHalf marathonMarathonTrail
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Sat May 29 · 5:00 AM · Winter Park · Orlando & Winter Park
5K10KHalf marathonMarathonTrail
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Sat Jun 26 · 5:00 AM · Winter Park · Orlando & Winter Park
5K10KHalf marathonMarathon50KTrail
Quick answers
How many trail races are in Orlando & Winter Park in the next 3 months?
2 trail races are listed in Orlando & Winter Park between November 7 and February 5. The next is Turkey Trails- Orlando on Saturday, November 7 in Orlando.
What is the cheapest trail race in Orlando & Winter Park right now?
Turkey Trails- Orlando on November 7 has the lowest listed entry fee in the next 90 days: $22. Prices are before the registration platform's processing fee.
When does the next early-bird price end for trail races in Orlando & Winter Park?
Holiday Five (Five Days, Five Distances to choose from): the 50K goes from $350 to $390 after December 20. 3 more of these trail races publish a later price increase.
Are there trail races in Orlando & Winter Park this weekend?
Yes, 1: Turkey Trails- Orlando (Sat).