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Running Calendar near Winter Springs 2025-2026

Explore the top running races near Winter Springs for 2025-2026! We've gathered 110 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
May 2026
May
30
Saturday

US Road Running - DeLand

5 km 10 km Half Marathon
May
30
Saturday

Dr. Myron L. Rolle Pediatric Gun Safety 5K Walk/Run

5 km
May - Jun
30-5
Sa - Fr

Doughnut Day 5K

5 km
June 2026
Jun
13
Saturday

US Road Running - DeLand

5 km 10 km Half Marathon
Jun
27-28
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... Marathon 50 km
July 2026
Jul
11
Saturday

US Road Running - DeLand

5 km 10 km Half Marathon
August 2026
Aug
8
Saturday

US Road Running - DeLand

5 km 10 km Half Marathon
September 2026
Sep
5-7
Sa - Mo

Labor Day Triple

5 km 10 km ... Marathon 50 km
Sep
26
Saturday

Margaritaville Run Orlando 10K

5 km 10 km Half Marathon
Sep
27
Sunday

Hickory Hammock 5K

5 km
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