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Running Calendar near Winter Springs 2026-2027

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Explore the top running races near Winter Springs for 2026-2027! We've gathered 169 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
May 2027
May
1-2
Sa - Su

Sunshine Double

5 km 10 km ... 26 mi 50 km
May
1
Sa

Ole Ole 5K - Orlando

3 mi
May
8
Sa

Run for the Trees Jeannette Genius McKean Memorial 5K

Road Race Trail Run 5 km
May
15
Sa

Hero Hustle 5K

5 km
May
15
Sa

Hometown Half Marathon - Orlando

3 mi 6 mi 13 mi
Monthly updates for Winter Springs

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May
29
Sa

Remember & Honor - Memorial Day 5k

5 km
June 2027
Jun
5
Sa

Bodies Race Company - Orlando

5 km 10 km 15 km
Jun
26-27
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... 26 mi 50 km
July 2027
Jul
17
Sa

Bodies Race Company - Orlando

5 km 10 km 13 mi
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