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Marathon Calendar near Winter Park 2025-2026

Explore the top marathons near Winter Park for 2025-2026! We've gathered 5 exciting races in the area. Check out our detailed list below to find your next local race.

December 2025
Dec
27-31
Sa - We

Holiday Five

5 km 10 km ... Marathon 50 km
January 2026
Jan
25
Sunday

Town of Celebration Marathon

Half Marathon Marathon
May 2026
May
2-3
Sa - Su

Sunshine Double

5 km 10 km ... Marathon 50 km
June 2026
Jun
27-28
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... Marathon 50 km
September 2026
Sep
5-7
Sa - Mo

Labor Day Triple

5 km 10 km ... Marathon 50 km
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