Trail Running calendar near Hollywood 2026-2027

We have found 16 Trailruns within 80 miles of Hollywood. See below where and when you can find the races.

A 118 mile loop on the Lake Okeechobee Scenic Trail held Feb 28, 2026, with crewed and solo self‑supported cart divisions. Single halfway aid station, 18 hour halfway and 38 hour finish cutoffs, and a $118 entry fee.

Test your limits at the 4th Runner's Depot Endurance Challenge in Davie, FL. Run a 2.083 mile loop every 30 minutes for 24 hours to chase 100 miles. Enter solo or as a 2 to 4 person team and aim for 25, 50 and 75 mile milestones.

March 2026

Run through the Everglades at the 2nd Annual Miccosukee Glades Runner on March 14, 2026 at Miccosukee Indian Village in Miami. Choose from 5K, 16.5 mile or 50K courses and enjoy scenic paved loops with support.

A 14.3 mile loop through the 3,004 acre Hungryland Slough near West Palm Beach. Options include a 6 hour single-loop race or a 33 hour multi-loop event with a 100 mile recognition for seven loops.

April 2026

A 6th annual 5k walk and run in Hollywood with an in-person race at Hollywood Beach Broadwalk on April 18, 2026 and a virtual edition from April 1 to April 18, 2026. Proceeds support a foundation for mental health and addiction awareness.

Trail races at JW Corbett Wildlife Management Area near Loxahatchee, FL on the Ocean to Lake Trail. Courses follow orange blazes through technical single track and varied habitats; distances are 50 mile, 50K and 18 mile and membership is re..

A fundraiser 5K in Jupiter, Florida through the North Jupiter Flatwoods Natural Area, featuring a sensory-friendly obstacle course, a post-race expo, and a virtual option.

Trail races at Jonathan Dickinson State Park on April 25, 2026 include a 50K, a 13.1 mile Heavy Half listed as 14.4 mile, and a kids free fun run across dunes and prairie wetlands.

May 2026

A point-to-point 100K trail race on May 30, 2026 from the NENA trailhead in Port Mayaka to Hobe Sound beach, crossing varied Florida ecosystems. Crews are required and the event enforces an 18 hour time limit.

June 2026

An open road, team based 50 mile urban ultramarathon in Miami where two runners stay together and navigate by checkpoint based directions. Teams are self supported and receive course segments during the race.

A point to point road race in Canal Point, Florida, running about 37 miles to Stuart Beach. The event highlights Lake Okeechobee discharge impacts and offers solo and relay options with regular aid stations and a shuttle option.

July 2026

The The Trident will take place in Oceanside Terrace on Saturday 25 July 2026. You can run between 13 and 102 miles.

September 2026

Take on the Miami 100 on September 26, 2026, an open road 100 mile ultramarathon through iconic Miami neighborhoods. Limited to 50 runners, it leans on crew support and checkpoints and includes an optional 130 mile challenge.

November 2026

Take on a 10 mile night trail at Jonathan Dickinson State Park with required headlamps and reflective course markings for a safe, scenic run. Dress up for the costume contest and enjoy a finisher medal, T shirt and a post race party with fo..

A community 5K at Vista View Park in Fort Lauderdale on November 7, 2026. Hosted by the Life Alliance Organ Recovery Agency, the evening run raises awareness for organ and tissue donation while honoring donors and recipients.

January 2027

A remote out and back ultratrail from Hobe Sound Beach to Lake Okeechobee on the Lake to Ocean trail through changing Florida ecosystems. The event limits 30 runners, uses four drop buckets 15.5 miles apart and has a 48 hour cutoff.