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Trail Running Calendar near Hollywood 2025-2026

Explore the top trail runs near Hollywood for 2025-2026! We've gathered 81 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May
3
Saturday

Pelican Run

5 km
May
3
Saturday

El Gato Rebelde Ultra Spring Edition

Backyard Ultra 6 hr 12 hr
May
3
Saturday

The Best Races - Key Biscayne

5 km 10 km 13 mi
May
3
Saturday

AHS Run for the Everglades

5 km
May
3
Saturday

Cinco de Mayo 5K - Hollywood

5 km
May
4
Sunday

May the 4th Be With You 4 Miler

4 mi
May
4
Sunday

E5 Moves for Pace Center for Girls 5K

5 km
May
4
Sunday

Cinco de Drinko 5K Run

5 km
May
10
Saturday

Run / Walk with Mom 10K

5 km 10 km
May
10
Saturday

Half Marathon at Brian Piccolo Sports Park

5 km 10 km 15 km 13 mi
May
10
Saturday

Jamaica Hi 5K Run

5 km
May
10
Saturday

Shining a Light on Mental Health 5K Run/Walk

5 km
May
10
Saturday

Run for St Marks

5 km
May
10
Saturday

The Best Races - Key Biscayne

5 km 10 km 13 mi
May
10
Saturday

RTR 5K for Recovery Run/Walk

5 km
May
10
Saturday

Go Run Anniversary

5 km
May
11
Sunday

Mothers Day 5 Miler

5 km 5 mi
May
17
Saturday

Walk In My Shoes Children Mental Health Awareness 5K

5 km
May
18
Sunday

Mack Cycle 305 Triathlon

Triathlon
May
24
Saturday

Half Marathon at Pompano Community Park

13 mi
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