Trail Running calendar near Orlando 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.

A Palm Coast trail race on October 25, 2026 with 12K, 24K and 50K options on hammock-shaded single track near the Atlantic. Field limited to 125; shirts and finisher awards for all.

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 where runners repeat a 4.167 mile loop each hour until one runner completes a final loop alone. Aid is allowed between loops but not while on course.

Trail races at Lake Louisa State Park on November 7, 2026 offer 5K, 10K and Half Marathon options with chip timing, aid stations and medallions for finishers, plus age group and team awards.

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 looped ultratrail at Dunns Creek State Park near Pomona Park FL featuring an about 11.75 mile loop, multiple race distances, two on-course aid stations and runner support at a central village.

An endurance event at Ravine Gardens State Park in Palatka, FL offering 50 mile, 50K, 24 hour and 12 hour formats on a paved two mile loop. Aid stations provide hot and staple foods and personal lighting is mandatory at night.

Celebrate Thanksgiving with this family friendly event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip timed results, finisher medals, and festive treats at the finish line.

An obstacle race in Dade City, Florida on November 14, 2026 with a 3+ mile BLITZ (15–20 obstacles) and a 5–7 mile course (25+ obstacles). Ticket prices increase by date; parking is $20 at the gate.

The 6th Annual Veterans Run in Tampa returns with in-person and virtual races along the Courtney Campbell Causeway, offering 5K, 10K, half marathon, and a 15.5 mile course with certified timing and aid stations.

A point-to-point urban endurance tour from Ybor City to St. Petersburg covering about 100 mile of Tampa Bay sights, beaches and waterfronts. The mostly flat route includes five aid stations, supplies caches and specific pacing and mandatory..

A well-marked 5K loop on the Florida Trail at the Landbridge in Ocala with a running and ruck option, timed results, custom finisher medals, and a sponsor-hosted post-race breakfast and social.

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.

A Thanksgiving 5K on the Upper Tampa Bay Trail in Tampa, FL on November 26, 2026. The chipped timed 5K includes a finisher medal, a soft short sleeve shirt, age group awards, free photos, and holiday-themed elements.

A trail ultra at Lake Louisa State Park offering 50K and 25K options across 75% singletrack with varied terrain, four aid stations, professional timing and media, and awards across overall, masters, and age categories.

Ragnar Trail Florida is a team relay at Alafia River State Park near Tampa on December 4-5, 2026. Teams cover 126.4 miles in formats for 8, 4, or 3 runners and the weekend includes camping, a village with evening events, and glamping option..