Trail Running calendar near University Park-South Downtown 2026-2027

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 on October 31, 2026 where runners complete a 4.167 mile loop each hour until one runner remains. Support is allowed between loops but no aid is permitted while on course.

A chip-timed trail run at Lake Louisa State Park with 5K, 10K and half-marathon options, aid stations roughly every two miles, on-course restrooms, post-race food and awards for individual and team categories.

Buddy the Bull Stampede in Arcadia, FL on 11/07/2026 features a 5K trail run, a 15K mountain bike race and a 20K Stampede Challenge combining both events. The event includes awards, finisher hats, food, live music and supports Eirene Ranch.

A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.

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.

Savage Race Florida Fall in Dade City on November 14, 2026 offers a Blitz of 3+ miles with 15 to 20 obstacles and a main course of 5 to 7 miles with 25+ obstacles; parking is $20 and spectator passes start at $25.

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 100 mile endurance tour through Tampa Bay on November 14, 2026, covering city streets, beaches, and bridges. Navigation uses directional cards and the CalTopo app; several aid stations, drop bags, and mandatory safety..

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.

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.

Trail ultras at Lake Louisa State Park with 50K and 25K on a 16.2 mile loop featuring 75% singletrack, four aid stations, free race media, and awards across age and overall categories.

Trail races at Alafia River State Park on December 4-5, 2026 offer individual options: a 5.3 mile Red Loop, a timed 6 hour ultra, and a 24 hour ultra. The village includes camping, bonfires, music, food trucks, and finisher items.

A marked 16.8 mile loop course preview and training run at Colt Creek State Park in Lakeland, FL. Unstaffed water stations provide water only, so participants should bring food and secure gear in vehicles. Primitive tent camping is availabl..

RunFluent Christmas in Lutz, FL (Dec 12, 2026) features multiple trail distances including a new 13.1 half marathon, 7-hour formats and a 4-mile race; finishers receive a wooden "woodal" and age-group awards are offered.

Central Florida Spartan Trifecta Weekend at Skipper Ranch in Sebring features obstacle races across farmland, marsh and mud. Distances include Sprint 5 km, Super 10 km, Beast 21 km and a kids race, with an obstacle workshop the day before.

A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.