Trail Running calendar near Penney Farms 2026-2027

A twilight trail running event at the Santos trailhead in Ocala, Florida, organized with the Hump Day Hustle series. The course is about 2.8 miles and participants are required to wear a headlamp; shirts are available for purchase.

Sombrero Sizzler in Jacksonville, FL features a pancake flat 1.25 mile loop for timed 3, 6, 9, or 12 hour running or rucking events, with a 6 hour relay for four person teams, an aid station and on site grilling.

Timed 12-hour and 6-hour trail races in Palm Coast, FL on Aug 1, 2026, held on a flat, shaded almost one-mile loop between river and ocean, with a fully stocked aid station and experienced volunteer support.

A five hour out and back event on the technical, hilly single track of Section 4 near Middleburg FL. Limited field, cupless format with water and electrolytes at the halfway point, and awards for the most laps completed.

An 8 hour timed trail event at Ross Prairie Trailhead in Dunnellon, Florida, featuring a 6.5 mile berm loop through longleaf pine, oak hammocks and dry prairies. Self crewing and nearby campground facilities are available.

A trail event in Jennings State Forest focused on National Recovery Month and mental health awareness, run on a 2.75-mile loop with 9K and timed 3/6/12-hour formats and cupless aid stations.

Trail run at Central Florida Bible Camp in Eustis with a roughly 3.2 mile two loop option and a single loop fun option. Runners can attempt up to ten field day stations such as inflatable obstacles, axe throwing, and cornhole.

A community fundraising event in downtown Jacksonville on September 26, 2026 offering 5K, 10K and one-mile run or walk options to support the Emerald Trail.

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, FL. The rugged route follows orange blazes with required GPX navigation, on-course aid, and one drop-bag zone; runners handle their own transport.

A trail race in San Felasco Hammock Preserve near Alachua, Florida offering 25K and 50K on single-track, hiking trails, and rolling hills. Aid stations offer water and basic foods; participants must carry their own cups and supplies.

A Halloween-themed trail event at Pruitt Trailhead in Dunnellon offering 5K and 10K runs and rucks plus a combined 5K+10K challenge. Ruck weigh-in standards apply and headlamps are required for the longer courses.

A coastal trail event in Palm Coast, FL with **50K**, **24K**, and **12K** options on hammock-shaded single track along the Mala Compra Greenway. Field limited to 125, includes finisher shirts, handcrafted overall awards, and free kids race..

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.

D.U.M.B. is a trail ultramarathon at Dunns Creek State Park near Pomona Park, Florida, centered on an 11.75 mile loop. Multiple distances up to 100 miles feature stocked aid stations, a central runners village with camping, and varied natur..

A timed 12 and 24 hour ultrarunning event at Ravine Gardens State Park in Palatka, FL, run on a USATF measured 2 mile paved loop with aid stations, required personal lighting, and professional timing with continuous backups.

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 where runners complete a 4.167 mile loop each hour until one runner outlasts the rest; no aid is allowed on course and each runner has a 10 by 10 foot base camp at the start.

Festivus in Middleburg FL offers 100 mile, 50 mile, 35 mile, 14 mile and 7 mile races on a scenic 7.2 mile loop with 225 feet of elevation. The cupless event features staffed aid stations with hot food and campground support.

Trail races of 10K, 30K and 50K take place at Fort Clinch State Park in Fernandina Beach on January 23, 2027. The event includes chip timing, official shirts and finisher awards plus aid and post race meals.