Trail Running calendar near Orlando 2025-2026

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..

Join the Sebastian Scream 5K and Haunted Rail Trail in Sebastian FL on October 25 for a spooky morning with a 0.75 mile haunted trail and free trunk or treat. Net proceeds support counseling and peer support for local first responders.

Run the scenic Florida Trail at the Greenway Trick 'R Trot in Dunnellon on October 25, 2025. Choose 5k or 10k run or ruck or take the combined challenge, earn a finisher medal and note headlamps are required for the 10k and challenge.

Join the Central 28 Monster Mash N Dash 5K in Debary on October 25 for a festive 3.1 mile out and back along a scenic paved trail. Enjoy a costume contest, finisher medal and a celebratory beer at the finish for a spooky, social post run.

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.

Enjoy scenic trails at Lake Louisa State Park in Clermont on November 8, 2025 with 5K, 10K, and half marathon options. Chip timed race with finisher medallions, race swag and a lively post race awards ceremony.

Run 100 miles across Tampa Bay on a point to point urban ultra starting in Ybor City and finishing in Vinoy Park. Enjoy murals, waterfront views, beaches and city sights on a mostly flat, scenic endurance tour on Nov 8, 2025.

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 on November 23 offers festive Thanksgiving races for all ages, from Kids Dash and 1 Mile to timed 5K and 10K plus a virtual option. Expect chip timing, free photos, a custom shirt and medal, and post race food to celebra..

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..

Celebrate Thanksgiving with the Turkey Day 5K in Clermont, a festive waterfront 5K along Lake Minneola at Waterfront Park. Enjoy a soft race shirt, turkey finisher medal, chip timing and scenic views for a fun holiday run.

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.

Celebrate Turkey Day at Turkey Trails Orlando in Clermont on November 29, 2025 at Waterfront Park. Run a 1 mile, 5k, 10k or Kids Dash in person with chip timing, free photos and post race refreshments, or join the virtual option and run any..

Join Turkey Trails Orlando at Waterfront Park in Clermont for a family friendly Thanksgiving run with 1 Mile, 5k, 10k, Kids Dash and virtual options. Enjoy designer shirts, finisher medals and a festive lakeside course.

Run Thanksgiving weekend at Lake Louisa Park in Clermont Florida with 50K and 25K trail options across wooded singletrack and sandy hills. Tackle a scenic 17 mile loop with four aid stations, pro timing and a finisher medal.

Fit Together Fitness RC presents the inaugural Little Big Water River 5K Trail Run/Walk in Dade City, FL. The course starts on a narrow Florida Trail path (about 0.77 miles), then joins the wider blue trail around Withlacoochee River Park a..

Enjoy a festive Jingle Bell Dash 5K in Spring Hill on December 6 with a scenic cross country route at Bishop McLaughlin. Proceeds help build a new track and early registrants get a free race tee while top finishers receive holiday gifts.

Celebrate the season at the Candy Cane Course in Tampa on December 13 with festive 1 Mile, 5k, 12k, kids dash and virtual options for the whole family. Timed 5k and 12k races include finisher medals, shirts, free photos and Toys for Tots do..