Trail Running calendar near Southwest 2025-2026

Choose a 50 Miler, 24 hour or 12 hour challenge on a scenic paved 2 mile loop at Ravine Gardens State Park. Run through a ravine, live oak canopy and historic sights with on course aid, hot food and pro timing for day or night.

Join the festive Get Nothing 5K #018 Day of the Dead in Jacksonville for a free timed 5K along the Ortega Stream Valley Trailhead. Costumes welcome and every participant receives a skull and crossbones trinket to take home.

Join Dirt Circus Florida on November 8 at Fort Clinch State Park for a community trail run and festival celebrating local races, clubs and brands. Enjoy scenic 2.5 mile loops, vendor booths, swag and raffles while supporting state parks.

Take on Across Florida 200, a supported 200 mile point to point trail run finishing at St. Augustine Beach Pier. Tackle forests, rails to trails and dirt roads in a 96 hour cutoff with 14 aid stations and live tracking.

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...

Experience oak lined trails and Suwannee River views at the Wild Florida Trail Run in White Springs on November 15. Choose 50K, 25K or 10K, benefit Florida Trail Association and finish with a medal and shirt at Stephen Foster Park.

Last of the Felascans is a backyard ultra at San Felasco Hammock Preserve using the Last One Standing format where runners run a 4.167 mile loop every hour until only one remains. Expect trail running by day, dirt road at night, and a true..

Run the Turkey Trot Trail 5k or 10k on Thanksgiving at Critter Creek Farm Sanctuary in Gainesville, a scenic loop through fields and single track forest trails. Enjoy vegan post race refreshments and help support rescued farm animals.

Take on Florida 48 in Ocala FL: a 4x4x48 ultra where you run 4 miles every 4 hours for 48 hours. Enjoy on site camping, meals, and a finisher award in an intimate 100 runner field for a true community endurance test.

Join Turkey Trails Jacksonville at Little Talbot Island State Park on November 30 for scenic 1 mile, 5K, 10K, kids dash and virtual entries. Expect shirts, finisher medals and age group awards amid coastal trails.

Festivus 100/50 Miler Trail Run : Dec 6, 2025 The Festivus Trail Run is a trail running event held in Middleburg, Florida on Saturday, December 6, 2025. The listed venue address is 2A Live Oak Lane. The event page links to a race website (s..

Run the Guana 50K or 12K through the shaded trails of Guana Tolomato Matanzas Reserve in Ponte Vedra Beach on December 7, 2025. Choose solo or team 50K options and enjoy scenic estuary views, hats for all and shirts for finishers.

Last H.I.M. Standing is a running event in Jacksonville, Florida, held at 13130 Bartram Park Blvd. The race uses a last-man-standing backyard ultra format: competitors must complete a 4-mile loop every hour on the hour, with the aim of outl..

Join the Candy Cane Course in Jacksonville on December 27 at Ed Austin Regional Park for festive 1 Mile, Kids Dash, 5k, 12k and virtual options. Enjoy chip timing on 5k and 12k, shirts and medals, free photos and a Toys for Tots drive.

Start the year at the IQ FIBER Winter Beach Run in Jacksonville Beach, choosing a scenic 10 mile or 5K on firm low tide sand. All finishers receive medals and a long sleeve shirt with hot chocolate and snacks after the race.

Gear up for the Time Travel Race Weekend in Jacksonville on January 18, 2026. Choose from a fun Kid's Dash and 1 Mile to chip timed 5k, 10k, and Half Marathon with medals and live results, or join virtually from anywhere.

Join the Hooves To Freedom 8k trail run at Moccasin Creek Off Road Park in Blackshear GA on Jan 24 for muddy, rooty and sandy fields. Chip timing, tech long sleeve shirt, crafted awards and proceeds supporting local equine therapy.

Run the Florida Roots Trail at Fort Clinch and enjoy canopied single track circling the historic fort. Distances from 5K to 50K, with post race food, beers, shirts and finisher awards.

This ain't your Mothers 50k & Trail Marathon is an annual trail running event held in Middleburg, Florida, within the scenic Jennings State Forest near Jacksonville. The race features multiple distances including a 50K, trail marathon, 12K,..

Run 3 mile loops on scenic Jekyll Island in Dark Anchor, a timed endurance race with a 34 hour cutoff and distances to 100 miles with a 100 mile finisher buckle. The cupless event features live timing and a fully stocked aid station.