Trail Running calendar near Orlando 2025-2026

Run the historic John Holmes Trail Run on October 4, 2025 in Brooksville, FL, featuring the Southeast's oldest 50K plus 16 mile and 9 mile options. Enjoy singletrack through pines, creek bottoms and cypress ponds with shirts, awards and pos..

PawPals 4 Life 5k is an off-road trail run/walk in Sorrento, Florida at Rock Springs Run State Reserve Trail, 30601 Wekiva River Road, Sorrento, FL 32776. The event offers a live in-person 5K Run/Walk and a Virtual 5K, running Oct 1–31, 202..

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..

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.

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..

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..

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..

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 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..

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.

Landbridge Trail 5k is a well-marked, 5-kilometer loop on the Florida Trail in Ocala, Florida. The course climbs to the top of the famed Landbridge in the Marjorie Harris Carr Cross Florida Greenway, following Blue and Orange blazed trails...

Take on the Colt 45 Trail Race at Colt Creek State Park on November 22, 2025 with distances from 14 mile to 60 miles on scenic marked loops. Enjoy wildlife views, aid stations, handcrafted finisher awards and a relaxed post race picnic.

Turkey Trails - Tampa, organized by Bodies Race Company, is a Thanksgiving-themed, family-friendly running event in Tampa, Florida (location listed as TBD, 33611). It offers 1 Mile, 5k, 10k, Kids Dash, a Virtual Race, and a Volunteer-then-r..

Turkey Day 5K Tampa Bay is a Thanksgiving-themed 5K run/walk held along the Upper Tampa Bay Trail in Tampa, Florida (near Citrus Park). The scenic, nice-down-and-back course follows the trail with a street crossing assisted by Hillsborough..

Turkey Day 5K Clermont is a Thanksgiving-themed 5K held at Waterfront Park in Clermont, Florida. The course is described as a nice down-and-back on the Waterfront Park paved trail, starting near the shelter past the splash pad and offering..

Take on Florida 48 at Ocala's Shangri La Campground: run 4 miles every 4 hours for 48 hours, enjoy three nights of camping and meals, support on a mostly flat out and back course, and earn a finisher patch. Limited to 100 runners.

Turkey Trails- Orlando, run by Bodies Race Company, unfolds at Waterfront Park in Clermont, Florida. This Thanksgiving-themed event offers 1 mile (untimed), 5k, 10k (two laps), a Kids Dash, plus Volunteer-then-Run and Virtual options. It fe..