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Obstacle Race Calendar near Osteen 2025-2026

Explore the top obstacle runs near Osteen for 2025-2026! We've gathered 61 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May
24
Saturday

Remember & Honor - Memorial Day 5k

5 km
May
31
Saturday

Doughnut Day 5K

5 km
June 2025
Jun
7
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Jun
14
Saturday

Half Marathon at Lake Beresford Park

5 km 10 km 13 mi
Jun
21
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Jun
22
Sunday

Lake Mary Summer Solstice

5 km
Jun
28
Saturday

Half Marathon at Green Springs Park

5 km 10 km 13 mi
July 2025
Jul
5
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Jul
5
Saturday

Firecracker 5K NSB

5 km
Jul
5
Saturday

Run, White and Blue - Orlando

5 km
Jul
12
Saturday

Half Marathon at Lake Beresford Park

5 km 10 km 13 mi
Jul
19
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Jul
26
Saturday

Half Marathon at Green Springs Park

5 km 10 km 13 mi
August 2025
Aug
2
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Aug
9
Saturday

Half Marathon at Lake Beresford Park

5 km 10 km 13 mi
Aug
16
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Aug
23
Saturday

Half Marathon at Green Springs Park

5 km 10 km 13 mi
Aug - Sep
30-1
Sa - Mo

Labor Day Triple

5 km 10 km ... 26 mi 50 km
Aug
31
Sunday

The Ritz-Carlton Grande Labor Day Weekend 5K

5 km
September 2025
Sep
6
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
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