Trail Running calendar near Olustee 2025-2026

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.

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.

Run the Landbridge Trail 5k in Ocala on a well marked loop that climbs to the top of the Marjorie Harris Carr Landbridge along the Florida Trail. All finishers get a custom wooden medal and a hot pancake breakfast with post race social.

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.

Celebrate fall on scenic trails at Little Talbot Island State Park with timed 5K and 10K races plus a 1 Mile and Kids Dash for families. Enjoy chip timing, shirts and finisher medals, a virtual option, and fun post race vibes for all ages.

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.

Join the Candy Cane Course in Jacksonville on December 27 for festive 1 Mile, 5k, 12k and Kids Dash options plus a virtual race. Enjoy finisher medals, chip timing for the 5k and 12k, and holiday cheer while supporting Toys for Tots.

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.

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.

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.

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,..

Experience the Sombrero Ultra Running Festival in Middleburg FL with races from 3 to 48 hours, live music, vendors, and themed giveaways. Bring your crew and enjoy a runner village, a single aid station, medical support, and awards.

Run scenic trails at Manatee Springs State Park with a half marathon, 10K or 5K through cypress trees and spring waters, and maybe spot manatees in the wild. Field limited to 350, so register early.

Run scenic forest roads at The Angry Tortoise in Cary State Forest near Bryceville FL, with 25K and 50K options. Well supported aid stations, hot showers, lunch and proceeds supporting Florida Striders kids make it a rewarding day.

Run Ocala's Painted Horse Urban Ultra, a low key, self supported navigation adventure from the Where's the Finish? Podcast on Feb 21 2026. Choose 55k or 25k loops that visit dozens of painted horses for a noncompetitive, unsupported adventu..

Take on Spartan Trail in Jacksonville at Diamond D Ranch with 10K or half marathon options on mostly flat Florida trails that include some ankle biting and muddy sections. Weekend also features Spartan obstacle course races for extra advent..