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Running calendar near Winter Garden 2025-2026

Explore the top running races near Winter Garden for 2025-2026! We've gathered 68 exciting races in the area. Check out our detailed list below to find your next local race.

February 2025
Feb
15
Saturday

Howey-in-the-Hills Half Marathon

5 km 10 km 13 mi
Feb
15
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Feb
15
Saturday

For the Love of Chocolate 5K

5 km
Feb
15
Saturday

Orlando - HFTC 5k

5 km
Feb
16
Sunday

Lake Apopka Scenic Trail

Trail Run 5 km 8 mi 30 km
Feb
20-24
Th - Mo

Disney Princess Half Marathon

5 km 10 km 13 mi
Feb
21-22
Fr - Sa

Florida ANVIL Ultra Triathlon

Triathlon
Feb
22
Saturday

Boone Brave Run

5 km
Feb
22
Saturday

Inua 5k Run

5 km
Feb
22
Saturday

Real Florida 10K

Trail Run 5 km 10 km
March 2025
Mar
1
Saturday

Best Damn Race Orlando

5 km 10 km 13 mi
Mar
1
Saturday

OCBA Law Day 5K

5 km
Mar
1
Saturday

Half Marathon at Gemini Springs Park

5 km 10 km 15 km 13 mi
Mar
1
Saturday

Chiefs on the Run 5K

5 km
Mar
1
Saturday

Keeping PACE with Wellness 5k

5 km
Mar
1
Saturday

Mardi Gras Run

5 km 10 km
Mar
1
Saturday

Shamrock Shuffle - Clermont

5 km 10 km
Mar
8
Saturday

Colon Cancer Awareness Run

5 km
Mar
8
Saturday

HOPE's Sham Rock N Run 5k

5 km
Mar
8-9
Sa - Su

Great Clermont Triathlon

Triathlon
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