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Trail Running Calendar near Southwest Orlando 2025-2026

Monthly updates for Southwest Orlando

Get new running races (and updates) in your inbox every month.

Explore the top trail runs near Southwest Orlando for 2025-2026! We've gathered 13 exciting races in the area. Check out our detailed list below to find your next local race.

January 2026
Jan
3-4
Sa - Su

Wekiwa Springs Ultra

Trail Run 12 hr 24 hr
Jan
24
Sa

Monroe Cross Trail 50 Mile Ultra

Trail Run 17 km 50 km 50 mi
Jan-Feb
31-1
Sa - Su

Forgotten Florida

Trail Run 8 mi 15 mi 50 mi 100 mi
February 2026
Feb
7
Sa

AdventHealth Moonlit Nighthawk Trail Run 10K

Trail Run 3 mi 6 mi 15 km
Feb
15
Su

Lake Apopka Scenic Trail

Trail Run 5 km 8 mi 30 km
Feb
15
Su

Longleaf Blaze Trail Run

Trail Run 5 km 10 km
Feb
21
Sa

Real Florida 10K

Trail Run 5 km 10 km
March 2026
Mar
15
Su

Formosa Spiked Apple 5K

Trail Run 2 mi 5 km
June 2026
Jun
13
Sa

The Florida Run Trail Race

Trail Run 4 mi 8 mi
Jun
27-28
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... Marathon 50 km
October 2026
Oct
24
Sa

PawPals 4 Life 5k

Trail Run 5 km
Oct
31
Sa

Nightmare on the Clermont Trails 5K

Trail Run 5 km
November 2026
Nov
8
Su

Lake Louisa State Park Trail Run

Trail Run 3 mi 6 mi 13 mi