Trail Running calendar near Middleburg 2026-2027

Experience a messy three mile obstacle course at the Jacksonville Equestrian Center. Participants run crawl and slide through mud and water in this functional outdoor event designed for friends and families.

A remote, point-to-point 57.41-mile trail ultra on the Florida National Scenic Trail through Ocala National Forest. Crew support and a communication device are mandatory; participation is capped at 50 with a suggested donation to support th..

A timed loop event in Jacksonville on a pancake-flat 1.25 mile paved loop, offered as 3, 6, 9, and 12 hour races with a 6-hour relay option for four-person teams and a staffed aid station.

A flat, shaded almost one mile loop through palm and oak hammock in Palm Coast, FL, offered as 12 hour and 6 hour timed races with a fully stocked aid station. Registrations are non refundable and close July 29.

A five hour Fat A$$ event on Section 4 of the Pioneer Trail in Middleburg FL, where participants complete as many out and back loops as possible on a technical 2.5 mile one way single track with limited aid.

An 8 Hours timed trail event at Ross Prairie Trailhead in Dunnellon, FL using the Berm Loop of the Skunk Ape 100 course across sandy fire lines, pine forests and dry prairies. Loops are 6.5 Miles with self crewing and onsite camping.

S.O.S. in Jennings State Forest features a 9K and 3/6/12-hour timed events on a 2.75 mile loop, with ruck options and a cupless aid setup. The event supports local recovery and mental health nonprofits.

A community 5K, 10K and one mile event along the LaVilla Link and S Line Rail Trail in Jacksonville. Proceeds support Groundwork Jacksonville and local creek restoration and trail-building efforts.

Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.

A point-to-point 50K on the Florida National Scenic Trail Western Connector near Ocala, Florida, with minimal course markings so runners must carry a phone and download the GPX; aid stations and one drop bag location are provided.

Trail races of 25K and 50K through San Felasco Hammock Preserve near Alachua, FL, featuring single-track, double-track and rolling terrain; aid stations supply water and snacks but no cups or gels. Proceeds support Friends of San Felasco.

This Halloween trail race offers a spooky evening on the Florida Greenway. Choose from 5k, 10k, or a combined challenge in either run or ruck divisions. Costumes are encouraged, and all finishers get a medal.

A trail event in Palm Coast Florida featuring 50K, 24K and 12K loops on mostly single track near the Atlantic Ocean. The field is limited to 125 runners and all finishers receive shirts and awards.

Trail running event in White Springs, Florida offering 50K, 25k and 10k distances with aid stations and cutoffs. Races finish at Stephen Foster Folk Culture Center State Park and benefit the Florida Trail Association.

Dunns Ultra Marathon Badasses runs an 11.75 mile loop at Dunns Creek State Park near Pomona Park, Florida, offering multiple ultra and ruck distances, two on course aid stations and a runners village with hot food and overnight support.

A timed endurance event at Ravine Gardens State Park in Palatka, Florida offering 12 hour, 24 hour, 50K and 50 mile formats on a paved USATF measured two mile loop. Aid stations and mandatory personal lighting are provided.

Across Florida 200 is a fully supported, point to point 200-mile trail run from Yankeetown to St. Augustine (Nov 10–15, 2026). The route mixes Florida Trail, park trails, dirt roads, rails-to-trails and country roads with a 96-hour cutoff.

A backyard ultra at San Felasco Hammock Preserve State Park where runners repeat a 4.167 mile loop each hour until only one runner completes a loop others do not. No aid is allowed on course; water and bathrooms are available at camp.

Festivus is a two day trail running event in Middleburg, Florida on December 5 to 6, 2026 offering distances from 7 miles up to 100 miles. Registration closes Friday, December 4 at 11:59 PM ET.

Trail races of 10K, 30K and 50K at Fort Clinch State Park on January 23, 2027, with looped singletrack, aid stations and camping. All profits support Florida State Parks.