Trail Running calendar near Middleburg 2025-2026

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.

Join Festivus in Middleburg for a multi distance trail run through Jennings State Forest, with scenic 7 mile loops and a lively Runner's Village. Choose distances from 7 to 100 miles, use aid stations, and earn custom medals and 100 mile bu..

Run coastal trails at Guana Reserve on Sunday December 7 2025 with 50K and 12K options plus team formats. Enjoy sandy singletrack, estuary views, and community camaraderie in beautiful Ponte Vedra Beach.

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.

Kick off winter with the IQ Fiber Winter Beach Run on Jacksonville Beach, choose a scenic 10 mile or 5K on firm sand near low tide. Finishers get medals and shirts and enjoy post race hot chocolate and snacks.

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.

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.

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 single track trails in Palm Coast on Feb 21, 2026 with distances from a challenging 50K, now offering a new 50K relay, down to a meaningful 10K fundraiser. The field is capped at 125 runners for a close knit trail experience.

Run a 5 km in person or virtual in Ormond Beach on Feb 21, 2026 to honor a child and support The Heterotaxy Connection. Registration includes a shirt, medal, chip timing for the in person race and a free pour at the finish.

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..

Run for the Springs is a community 5K trail run at Silver Springs State Park, featuring scenic forest trails and a family friendly atmosphere. Enjoy a kids area, refreshments and door prizes while supporting local septic grants.

Run the Jacksonville Trail Experience at Diamond D Ranch on March 1, 2026, with 10K and half marathon routes that mix runnable stretches with some tricky, muddy terrain. The weekend also features Spartan obstacle races and a festival atmosp..

Run the Two Prairies Ultra in Ocala National Forest near Salt Springs, choose 50K or 30K on scenic out and back routes through Juniper and Hopkins Prairies. Entry is limited to 50 runners and a suggested donation supports the Florida Trail.