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Running calendar near Winter Park 2025-2026

Explore the top running races near Winter Park for 2025-2026! We've gathered 84 exciting races in the area. Check out our detailed list below to find your next local race.

September 2025
Sep
14
Sunday

AdventHealth Cool Sommer Mornings Triathlon

Triathlon
Sep
20
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Sep
27
Saturday

Margaritaville Run Orlando 10K

5 km 10 km
Sep
27
Saturday

Half Marathon at Green Springs Park

5 km 10 km 13 mi
Sep
28
Sunday

Hickory Hammock 5K

5 km
Sep
28
Sunday

Superhero Race Against Cancer 5K

5 km
October 2025
Oct
4
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Oct
11
Saturday

Half Marathon at Lake Beresford Park

5 km 10 km 13 mi
Oct
18
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Oct
25
Saturday

The Rising

5 km 10 km
November 2025
Nov
1
Saturday

Will of the Land 5k

5 km
Nov
1
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Nov
8
Saturday

Run for the Gift

5 km
Nov
8
Saturday

The Florida Run - Lake Louisa State Park

Trail Run 5 km 10 km 13 mi
Nov
8
Saturday

WGPAL Donut Dash

5 km
Nov
8
Saturday

Half Marathon at Lake Beresford Park

5 km 10 km 13 mi
Nov
15
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Nov
22
Saturday

Half Marathon at Green Springs Park

5 km 10 km 13 mi
Nov
27
Thursday

The Gobbler 5K

5 km
Nov
27
Thursday

Half Marathon at Gemini Springs Park

5 km 10 km 13 mi
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