Trail Running Calendar Florida 2026-2027

A Halloween themed trail event in Englewood on October 17, 2026 featuring a 5K run and a 1 mile walk, costume awards, finisher medals, post-race refreshments, and proceeds supporting the Zoomers Scholarship Fund.

The Itch is a point to point 50K on the Florida National Scenic Trail West Corridor on October 17, 2026, running from Lake Kerr Road CR-316 to the Baseline Road Trailhead in Ocala. The route uses trail blazes, has on course aid and one drop..

A Halloween themed 5K and 1 Mile Fun Run on October 17 2026 along the Pinellas Trail supporting Club-214 Land & Sea. Proceeds fund veteran services; participants receive finisher medals and costume prizes.

A 5K event at DeLeon Springs State Park offering in-person and virtual options, chip timing, race shirt and medal, and fundraising support for Friends of DeLeon Springs State Park.

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 where runners complete one mile every 30 minutes. Solo and two person team entries are allowed, with shirts, finisher medals, and awards in several categories.

A dog friendly off-road 5K at Rock Springs Run State Reserve in Sorrento, FL on October 24, 2026. Registration includes park admission, a t-shirt and finisher medals for runner and dog, with limited in-person spots.

Trail races through San Felasco Hammock Preserve State Park near Alachua, FL offering 25K and 50K on single-track and hiking trails. The event donates net profits to Friends of San Felasco and awards finishers custom items.

An evening Halloween trail event near Ocala, FL on October 24, 2026 offering 5K, 10K and a 5K plus 10K challenge with run and ruck divisions, verified ruck weight rules, finisher medals and awards.

An 8K trail run through Weedon Island Preserve with mangroves, salt marsh and Tampa Bay views; race proceeds support the Friends of Weedon Island and include a technical shirt, timing and awards.

A trail event on October 25, 2026 in Palm Coast, FL offering 50K, 24K and 12K distances on a mostly single track route along the Mala Compra Greenway Trail. Field limited to 125 runners with 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 where runners complete repeated 4.167 mile loops each hour until one runner finishes a final solo loop and is declared the winner.

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 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.

Experience an adventure race or trail run through the scenic landscapes of Jonathan Dickinson State Park. Choose from multiple distances and disciplines including trekking, mountain biking, and paddling in this multi sport challenge.

A 5K and fan fest at Vista View Park in Fort Lauderdale on November 7, 2026 presented by the South Florida Donor Network. The afternoon event includes race packets with RFID timing chips, awards, a finisher medal, and supports donation awar..

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 multi-distance trail event at Dunns Creek State Park on November 7, 2026, featuring an approximately 11.75 mile loop, two on-course aid stations, published cutoffs, and organized support from Sombrero Running.