Trail Running calendar near Live Oak 2026-2027

Timed 3, 6, 9 and 12 hour events on July 18, 2026 at Cecil Field in Jacksonville, FL. The race uses a flat 1.25 mile paved loop through pine trees and includes a 4 person relay option for the 6 hour.

A five hour out and back on Section 4 of the Pioneer Trail in Middleburg, FL with technical single track, switchbacks and creek overlooks. Limited to about 40 participants and cupless with basic aid at the halfway point.

A two-day cross country festival at Apalachee Regional XC Park in Tallahassee with nighttime collegiate, high school, middle school, and open heats, multiple distances, and team amenities including a coaches’ box and reserved areas.

A trail event on the Sandridge Trail with a 2.75 mile loop offering 9K plus 3, 6, and 12 hour timeframes and ruck options. Aid stations are cupless and a portion of proceeds support local recovery nonprofits.

Two loop trail races at San Felasco Hammock Preserve State Park on September 12, 2026, with 3.8-mile and 8.3-mile courses. There are awards, post-race snacks, a $20 entry fee, and park parking fees.

A community 5K, 10K and one-mile run/walk on the Emerald Trail in Jacksonville supporting Groundwork Jacksonville. Courses use the LaVilla Link and S-Line Rail Trail and include chip timing, custom shirts and finisher medals.

An urban 5K adventure race in Tallahassee with at least five on course challenges and finisher medals. A separate untimed fun run under one mile is offered and T shirts are available for an extra $10.

Trail races of 25K and 50K through San Felasco Hammock Preserve State Park near Alachua, Florida. The course mixes single track and double track trails, offers staffed aid stations with water and snacks, and donates net proceeds to Friends..

Run a USATF certified 5K cross country course through the historic grounds of Pebble Hill Plantation. This hilly race features varied terrain and supports the preservation of the museum house and estate.

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.

A backyard ultra at San Felasco Hammock Preserve State Park in Alachau, FL where runners repeat a 4.167 mile loop each hour until one runner completes a loop others do not. Base camps are limited and no aid is available on course.

Festivus in Middleburg, FL uses a scenic 7.2-mile loop with multiple distances from 7 miles to 100 miles. The cupless event includes staffed aid stations, campground access, specific pacer rules, and set cutoff times for each distance.

Trail races on the Pioneer Trail near Middleburg, FL, with a 50K, marathon, 12K and 7K. Mostly single track with technical sections, about 2,000 feet elevation, cup free and regularly spaced aid stations.

A multi-format timed running festival near Jacksonville offering 3- to 48-hour events, a runner's village, on-site food and music, medical and foot-care support, cupless aid stations, RV parking without hookups, and awards including belts a..

Trail races at Manatee Springs State Park on February 19 and 20, 2027 include 5K, 10K and a half marathon on smooth, shaded trails. Weekend bundle options include a special finisher item and race swag.

25K and 50K trail races in Bryceville, Florida on February 20, 2027. Flat forest roads with aid stations, an eight hour cutoff, age and overall awards, postrace lunch and hot showers; proceeds support youth running programs.

A weekend of Spartan obstacle and trail races at Diamond D Ranch near Jacksonville, featuring Sprint, Super, kids and trail distances, spectator access, team registration options, and service member discounts.

Gator Dash Trail Run at Diamond D Ranch near Jacksonville offers a Spartan Trail 10K and half marathon on mostly flat, nontechnical paths with some tricky, muddy sections. Team entry options and spectator access are available for the race w..

Ultratrax Suwannee in Live Oak Florida offers looped trail walking and rucking with distances of 7 14 21 or 28 miles and optional 10 20 or 35 lb packs. The timed course features marked trails aid stations and finish awards.

A 5K obstacle run with 26 obstacles through woods, fields, ponds, and mud plus a 1-mile fun run at Seamark Ranch; the event raises funds for Seamark Ranch, a Christian boys' and girls' home, with free parking and no-refund policy.