Trail Running calendar near Tampa 2026-2027

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

A six hour self supported Fat Ass run on an approximately 3 mile out and back loop through Walsingham Park in Seminole FL with on course fountains and space for canopies.

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.

Timed 8 hour ruck on a 6.5 mile berm loop at Ross Prairie in Dunnellon, FL with self crew areas, on site camping, and a rucking division with weight checks.

A 46 mile ultramarathon along the Pinellas Trail starting in St. Petersburg with the route running toward Tarpon Springs and returning via Dunedin on September 5, 2026.

A trail half-marathon event in the Green Swamp West Tract offering a run and a ruck division, aid station at the turnaround, finisher glassware, and a post-race potluck.

Back to School Bash is a themed trail run at Central Florida Bible Camp offering one- or two-loop options and ten field day activity stations.

A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.

A time-based running event on September 19, 2026 offering 12 hour, 6 hour and 12 hour five person relay formats, organized by Ultra Ultras.

A timed lake-lap endurance event in Lakeland FL with 12-hour, 6-hour and 12-hour relay formats and 2.84 mile laps.

A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.

A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The eve..

A race day at Jay Blanchard Park on 09/27/2026 with distances from a 50 m kid's dash to a 13.1 mile half marathon, chip timing for main races, event shirts and medals, plus volunteer and virtual options.

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.

A timed climb of 861 steps to the rooftop of Tampa City Center with official timing to the 39th floor, bailout floors, water stations and on site medics.

Orlando Spartan Weekend at Lake Nona features sprint and super obstacle races, kids events, a Hurricane Heat and an obstacle workshop across Oct 9 to 11, 2026.

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.

Camo & Cobwebs 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Dunedin, Florida supports Club-214 Land & Sea. The event features a timed 5K with awards, a family-friendly 1 Mile, a costume contest, and proceeds for veteran servi..

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.

The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments and proceeds benefiting Friends of Weedon Island.