Trail Running calendar near St. Petersburg 2026-2027

A 30 km night trail run through the diverse and wildlife-rich terrain of Florida's Green Swamp. The event features a supportive atmosphere with no time cut-off and a festive post-race potluck. It's part of a larger trail series and is marke..

Experience a summer running tradition in Tampa with distances ranging from a kids dash to a half marathon. Enjoy chip timed results and free ice cream at the finish line to stay cool.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

Experience the Summer Sizzler in Tampa at Gadsden Park featuring chip timed 15K, 10K, and 5K races alongside a 1 Mile run and Kids Dash. Enjoy finisher medals, designer shirts, and free Kona Ice at the finish line.

The Wild Boar Night Run is a half-marathon trail race through Florida's Green Swamp West Tract. Held at night in September, it features a stocked aid station and a festive post-race potluck party. All finishers receive a choice of a commemo..

A 6 or 12 hour timed challenge on a scenic paved loop around Lake Hollingsworth in Florida. Run solo or as a team in the relay event, aiming to complete as many 2.84 mile laps as you can. Enjoy hot grilled food at the runners' village and s..

Enjoy a run or walk along the paved Pinellas Trail in Dunedin with a festive finish at HOB Brewing Company. Participants receive a medal, t-shirt, and a craft beer for those over 21.

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.

Celebrate Halloween with the Trick or Trot 5K at Ann and Chuck Dever Regional Park on October 17, 2026, featuring a 5K trail run and 1 mile walk on scenic dirt and gravel paths. Wear your best costume for prizes, grab a shirt and medal, and..

Hit the Pinellas Trail for a Halloween-themed run supporting veterans. The Camo & Cobwebs event offers a timed 5K and an untimed 1 Mile Fun Run/Walk, both starting and finishing at de Bine Brewing Company. Expect costumes, finisher medals,..

Celebrate Halloween with a spooky 5K in Clermont. The evening event features haunted zones, a costume contest, and a live DJ. A virtual 5K option is also available.

Experience the natural beauty of Florida at Lake Louisa State Park with trail races across rolling sandhills and shaded oak hammocks. Choose from three distances featuring scenic lakeside views and diverse forest terrain.

Join this patriotic honor run on the scenic Pinellas Trail to celebrate military veterans. Choose from 10K, 5K, or Kids Dash distances in a stroller friendly environment at Dunedin.

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.

Experience an obstacle course event in Dade City Florida featuring 3.5 mile and 6.2 mile distances. Choose between competitive pro waves, open divisions, or a ruck category for a unique outdoor adventure.

Honor America's veterans at this scenic out and back race along the paved Courtney Campbell Causeway Trail. Choose from multiple timed distances and enjoy panoramic views of Tampa Bay while supporting veteran suicide prevention.

Explore Tampa Bay on foot in this unique 100-mile urban tour. The point-to-point route winds from Ybor City to St. Petersburg, passing murals, beaches, and city landmarks. It's a self-reliant adventure with a 36.5-hour cutoff to earn your f..

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.

Experience the natural beauty of Carlton Reserve at this Florida trail event. Runners can choose between three distances and enjoy a pre race stretch session with recovery snacks and awards for various age groups.

Experience a team relay through the shaded pine forests and palm trees of Alafia River State Park. Run together in teams of four or eight and enjoy a festive weekend village with campfires and star lit camping.