Trail Running Calendar Florida 2026-2027

A trail run through Conservation Park in Panama City Beach with 5K, 10K, and a Fun Run, held during the last day of National Estuaries Week. Proceeds support the St. Andrew and St. Joseph Bay Estuary Program.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

A multi-distance running event at Jay Blanchard Park on September 27, 2026 offering a half marathon, 10K, 5K, 1 mile, kids dash, volunteer option and a virtual race, with bibs, shirts and finisher medals provided for most entries.

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.

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.

Orlando Spartan Weekend at Lake Nona on Oct 10 and 11, 2026 features obstacle course events from a 5 km sprint with 20 obstacles to a 10 km super with 25 obstacles. Team entries can secure shared start times and verified discounts are avail..

A Halloween themed trail event in Englewood offering a 5K and a 1 mile walk at Ann & Chuck Dever Regional Park. Shirts, bibs, 5K finisher medals, costume awards and proceeds benefit the Zoomers Scholarship Fund.

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 Halloween themed 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Palm Harbor benefiting Club-214 Land & Sea, with finisher medals, costume prizes, age group awards, and proceeds supporting veterans and their families.

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.

A USATF sanctioned 24 hour event at Gulf Coast State College on October 23, 2026 where participants run one mile every 30 minutes. Solo and two person team options are available and all finishers receive a shirt and medal.

A dog-friendly, off-road 3.1 mile trail event at Rock Springs Run State Reserve offering timed results, participant and dog finisher medals, event shirts while supplies last, included park admission for one guest, and on-site packet pickup.

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.

An 8K trail race through Weedon Island Preserve on October 24, 2026, featuring natural trails, boardwalks, views of Tampa Bay and professionally timed results; proceeds support Friends of Weedon Island.

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..

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 near Lake Wales, FL where runners complete repeating 4.167 mile loops each hour until one runner remains. Crews and personal aid are allowed between loops and total distance is recorded for all participants.

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.

Trail races at Lake Louisa State Park include 5K, 10K and half marathon courses through pine forest and lakeshore. The event features chip timing, aid stations, on-course restrooms and individual and team awards.