Trail Running calendar near Live Oak 2026-2027

A timed loop endurance event in Jacksonville on a 1.25 mile paved course, offering 3, 6, 9 and 12 hour formats. A 6 hour relay for four person teams is available and rucking participants must meet weight guidelines.

A five hour Fat A$$ event on Section 4 of the Pioneer Trail in Middleburg, FL, with single track, hilly out and back loops of about 2.5 miles one way. Field limited to 40 to 45 participants; cupless with basic aid at the halfway point.

Trail cross country races at Elinor Klapp-Phipps Park offering 8K, 5K and 3K distances with youth free entries and adult fee of twenty dollars. Participants are asked to bring two to four canned food items for local donation.

A community run and walk on September 7, 2026 at JR Alford Greenway in Tallahassee supporting mental health awareness and suicide prevention. Options include a timed 5K, an untimed 5K, a 1 mile walk and event T shirts.

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 in Middleburg, Florida with a 2.75 mile loop offering a 9K option plus 3, 6, and 12 hours formats and ruck categories; cupless policy with aid stations and proceeds supporting local recovery organizations.

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.

Trail races on the Robert Hutson Course in Moultrie GA offer 10K, 5K and a 1 Mile family run with race entry including breakfast, a shirt and finisher medal. Proceeds support YMCA of the Sunbelt youth and wellness programs.

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 and a shorter untimed fun run at Independence Landing in Tallahassee on October 17, 2026. The 5K features at least five challenges along the route and finishers receive medals.

Trail races of 25K and 50K through San Felasco Hammock Preserve State Park near Alachua, FL, using single-track and double-track trails with staffed aid stations and a TailGate2Gate celebration zone. Net proceeds support Friends of San Fela..

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 two day event at All-Tech Raceway in Lake City, Florida combining gravel rides, a 5k run, a 1.5 hour team relay, and youth bike races, held on rural dirt roads and raceway facilities with on-site camping.

A backyard ultra in San Felasco Hammock Preserve State Park on November 21, 2026. Runners complete repeated 4.167 mile loops every hour until one competitor remains, with limited aid and a 10'x10' base camp per runner.

A multi-distance trail event on a 7.2-mile loop in middleburg, FL, featuring 100, 50, 35, 14 and 7 mile options, cupless aid stations with hot food, campsite access on the loop, and specific pacer policies.

A trail event in Middleburg, Florida on the Pioneer Trail offering a 50K, marathon, 12K and 7K. Courses feature varied single track, technical sections, stream crossings and mapped GPX files, with aid stations and time limits for each dista..

A multi-format timed running festival in Middleburg, FL offering 3/6/12/24/48-hour events and relays, a cupless single aid station with hot food, on-site medical and footcare support, runner village and RV parking with no hookups.

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.

A trail 25K and 50K in Cary State Forest near Jacksonville on February 20, 2027. The event uses flat forest roads with aid stations, postrace lunch, awards and proceeds supporting Florida Striders Kids' Running Programs.