Trail Running calendar near Longwood 2026-2027

An evening trail event on October 24, 2026 in Ocala offering 5K and 10K run and ruck options plus a combined challenge, with ruck weight standards, finisher medals, and sections on the Florida Trail.

Trail race in Palm Coast, Florida on October 25, 2026 offering 50K, 24K and 12K loops on hammock shaded single track near the Atlantic Ocean. Field limited to 125 runners and shirts plus finisher awards are provided.

Experience the famous clay trails of Clermont in this hilly off road event featuring timed 15K and 5K distances. Run along scenic 5 Mile Road and enjoy a professional racing environment with full course support and finisher medals.

A Halloween 5K in Clermont with haunted spook zones, a costume contest, and a live DJ. A virtual 5K option includes shirt, bib, medal and domestic shipping.

A backyard ultra in Lake Wales, FL on October 31, 2026 where runners complete a 4.167 mile loop each hour until one runner remains. Support is allowed between loops but no aid is permitted while on course.

Trail races at Lake Louisa State Park on November 7, 2026 include 5K, 10K and a Half Marathon over natural trails. The event features chip timing, aid stations, on-course restrooms and finisher medallions.

Celebrate Thanksgiving with a series of themed races including a Half Marathon, 10k, and 5k in Orlando. Enjoy chip timed results, finisher medals, and family friendly distances like the Kids Dash and 1 Mile fun run.

A trail ultramarathon at Dunns Creek State Park featuring an approximately 11.75 mile loop through pine and scrub, multiple distances up to 100 miles, two aid stations and a runner's village with parking and camping.

A looped ultramarathon at Ravine Gardens State Park in Palatka offering 12-hour, 24-hour, 50K and 50-mile options on a USATF measured 2 mile paved course through a wooded ravine. Night running requires personal lighting.

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.

Savage Race Florida Fall in Dade City on November 14, 2026 offers a 3+ mile BLITZ with 15 to 20 obstacles and a 5 to 7 mile main race with 25 or more obstacles. Entry fees rise by date and parking is $20.

Experience the natural beauty of Lakeland at Colt Creek State Park for a trail event featuring distances from 14 miles to a 60 mile ultra. Enjoy a loop based course with handcrafted medals and a post race picnic.

A set of runs on November 21, 2026 in Brooksville, Florida features a 5K trail run, a 2.5K Turkey Trot with costumes encouraged, and a short Color Fun Run with colored powder. Proceeds support Scouting programs.

Turkey Day 5K Clermont is a Thanksgiving tradition themed 5K at Waterfront Park in Clermont, FL on November 26, 2026. The out and back course uses the Upper Tampa Bay Trail and entries include chip timing, a finisher medal and a shirt.

Trail ultras at Lake Louisa State Park with 50K and 25K on a 16.2 mile loop featuring 75% singletrack, four aid stations, free race media, and awards across age and overall categories.

Trail races at Alafia River State Park on December 4-5, 2026 offer individual options: a 5.3 mile Red Loop, a timed 6 hour ultra, and a 24 hour ultra. The village includes camping, bonfires, music, food trucks, and finisher items.

A marked 16.8 mile loop course preview and training run at Colt Creek State Park in Lakeland, FL. Unstaffed water stations provide water only, so participants should bring food and secure gear in vehicles. Primitive tent camping is availabl..

RunFluent Christmas in Lutz, FL (Dec 12, 2026) features multiple trail distances including a new 13.1 half marathon, 7-hour formats and a 4-mile race; finishers receive a wooden "woodal" and age-group awards are offered.

Candy Cane Course in Orlando on 12/13/2026 offers 5K, 10K, 15K, a 1 Mile, a Kids Dash and a virtual option. Entries normally include a designer shirt, custom bib and finisher medal, with youth pricing for ages 12 and under.

A timed loop event at Lake Wailes Park offering individual 6 hour and 12 hour options, a single 4.17 mile run, and a 12 hour team relay. Aid stations and hot food are provided and all entrants receive a long sleeve shirt.