Trail Running Calendar Florida 2025-2026

Tom Walker PREVIEW 5k and 10k in Gainesville, Florida, takes place Saturday, October 11, 2025. The events offer 5k and 10k distances on the Gainesville-Hawthorne Trail, following part of the Tom Walker Half Marathon course planned for the f..

Halloween Havoc at Dunn Cemetery is a 3.75-mile out-and-back trail race held on the Pioneer Trail in Jennings State Forest near Middleburg, Florida (1335 Long Horn Rd). Runners traverse a relatively flat loop that passes Dunn Cemetery at th..

Lutheran Counseling Services hosts the We Care 5K Run and Walk in Longwood, Florida (2140 FL-434). The event features a 5K course where participants run or walk portions of the Seminole Trail and return to St. Stephen’s Church, suitable for..

Enchanted Forest Sanctuary 5K/3K Trail Run takes place at the Brevard County Enchanted Forest Sanctuary in Titusville, Florida. The event features a 5K Run/Hike, a 3K Run/Hike, and a Kids Fun Run for ages 1-12. The sanctuary spans 480 acres..

Event The Commodore 24 Hour Challenge takes place at Gulf Coast State College in Panama City, FL on October 17, 2025. The event offers the following options: 48 mile SOLO 48 Mile 2 Person Relay Runners must be at least 16 years old. Regis..

Trick or Trot 5K Trail Run, presented by Mazda of Port Charlotte, takes place at Ann & Chuck Dever Regional Park in Englewood, Florida. The event features a 5K trail run on a mostly dirt and gravel course, plus a 1-mile trail walk dubbed th..

Test your trail legs on a rugged 50K along the Florida National Scenic Trail West Corridor in Ocala on October 18, 2025, finishing at Baseline Road Trailhead. Enjoy aid stations and a drop bag zone for unsupported runners.

Location: Palm Harbor, Florida, on the Pinellas Trail with Start/Finish at De Bine Brewing Company (993 Florida Ave). Distances: a 5K (3.1 miles) and a 1-mile Fun Run/Walk. Atmosphere: inaugural Halloween-themed event encouraging participan..

The Gopher Weedon Trail Run is an 8K trail race held at Weedon Island Preserve in northeast St. Petersburg, Florida (1800 Weedon Dr NE, 33702). The course covers about 4.9 miles of natural trails through mangroves, salt marsh and Florida sc..

The Greenway Trick 'R Trot is a Halloween-themed trail race held at the Pruitt Trailhead in Dunnellon, Florida. Scheduled for October 25, 2025, the event offers multiple race options including 5K and 10K runs and rucks, as well as combined..

Central 28 Monster Mash-N-Dash 5K Run and Walk takes place in Debary, Florida, beginning and ending at the Central 28 Taproom. The fourth annual event features a 3.1-mile out-and-back course along a paved trail. It embraces a Halloween-them..

Run scenic single track, rolling hills and shaded hammock trails at San Felasco Preserve near Gainesville in 25K or 50K distances. Enjoy a TailGate2Gate finish line celebration while supporting the Friends of San Felasco.

Nightmare on the Clermont Trails 5K takes place in Clermont, Florida, on October 25, 2025. The event offers a 5K Run/Walk on the scenic Clermont Trails and a Virtual 5K option for remote participants. As dusk falls, the course is transforme..

The Sebastian Scream 5K & Haunted Rail Trail is an inaugural event held in Sebastian, Florida, supporting local first responders through proceeds that fund counseling and stress debriefing programs. The event features a 5K race starting and..

Run shaded single track trails just steps from the Atlantic at Jacks Trail Race in Palm Coast. Choose 12K, 24K or 50K and finish with a refreshing ocean dip, all in a small field for a friendly, intimate trail experience.

Take on scenic loops through Ravine Gardens State Park in Palatka on November 1 with 12 hour, 24 hour, or 50 Miler options. Enjoy a paved two mile course, generous aid support, and a festive overnight atmosphere under the stars.

The DTR 10 Mile Night Run is a thrilling trail running event held at Jonathan Dickinson State Park in Hobe Sound, Florida. Scheduled for November 1, 2025, this nighttime race challenges participants to navigate a 10-mile course using headla..

Run with the Bobcats 5K or 1 Mile is a cross-country event hosted by Pasco-Hernando State College in New Port Richey, Florida, at 10230 Ridge Rd. The day offers a 5K Run/Walk and a 1 Mile Fun Run/Walk along a flat, fast course, including a..

Tampa Bay 100 Mile Endurance Run is a point to point urban ultramarathon from Ybor City to Vinoy Park in St Petersburg. Mostly flat coastal miles blend city scenery with a self guided endurance vibe while finish times are tracked.

The Florida Run stages the Lake Louisa State Park Trail Run in Clermont, Florida, offering 5K, 10K, and Half-Marathon distances. Runners navigate a scenic course through pine forests, lakeshores, and open meadows with varied terrain and mod..