Trail Running calendar near Orlando 2025-2026
We have found 60 Trailruns within 80 miles of Orlando. See below where and when you can find the races.
We have found 60 Trailruns within 80 miles of Orlando. See below where and when you can find the races.
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.
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...
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.
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.