Trail Running calendar near Englewood 2026-2027

Trail Florida is a December team trail relay at Alafia River State Park near Tampa featuring a 126.4-mile course, multiple team formats, on-site camping in Ragnar Village, and weekend activities including a bonfire, music, glamping, and hol..

A marked 16.8 mile course preview for the 2027 LH100 at Colt Creek State Park in Lakeland, FL with limited unstaffed water stations, primitive camping available, and a park entry fee.

Caloosa Fest in Alva, Florida offers a Half Marathon and a 5K held on the Caloosahatchee Regional Park mountain bike trails, featuring single track, grass sections, aid stations, packet pickup options, and on-site vendors.

The 50th Sandy Claws Beach Run at Siesta Beach offers a chip-timed 5K, a 1-mile fun run and a virtual 5K, with finisher medals, age-group awards, music and a holiday costume contest.

Central Florida Spartan Trifecta Weekend at Skipper Ranch in Sebring offers Sprint, Super and Beast obstacle races across farmland, marsh and mud, plus kids races, an obstacle workshop and spectator access.

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.

Holiday-themed races at Gadsden Park in Tampa on December 27, 2026, with distances from a kids 50 m dash to 15K, plus a virtual option, chip-timing, shirts, medals, photos, and finish-line treats.

A 100-mile ultramarathon and a 100 furlongs (12.5 mi) event at Colt Creek State Park on January 16–17, 2027, run as six 16.8 mile loops with three staffed aid stations and loop-by-loop drop bag access.

Trail and road races at Oscar Scherer State Park include a 5K and a technical 10K plus virtual 5K and 10K options. Registration includes a finisher medal and a race shirt while supplies last.

Single loop trail races of 50k, 25k, 5k and a Youth 5k at Carlton Preserve in Venice FL on January 30 2027, organized by RunFluent. Registration is on UltraSignup and closes January 28.

A trail event at Lake Manatee State Park on February 6, 2027 with 5K and 10K courses through dirt paths, sand and pine corridors. The race features chip timing, finisher medals, post race snacks and age group awards.

Trail races at Bone Valley ATV Park include a 10K, 5K, and a 1 mile color run on hilly, uneven trails. Back to back challenge options require an 18 minute per mile pace and awards are given by age category.

Nighttime trail running at Colt Creek State Park with looped unpaved courses offering a 5K, a 10K, and a combined 15K challenge. 5K starters must use a headlamp and virtual entries receive mailed race items.

A 10.25 mile trail race in Naples on Feb 13, 2027 with a legacy entry option requiring finishes from 2022 through 2026. Includes age group awards, prize money, and free participant photos.

Experience a scenic trail race through the Carlton Reserve in Venice with distances ranging from 5k to 15k. Enjoy post race snacks and unique handmade wood awards in a festive community atmosphere.

A family-friendly 5K featuring eleven inflatable obstacles over two laps, welcoming walkers, joggers and runners. The touring event includes a Naples stop at Naples Classical Academy on February 27, 2027; tickets are listed as on sale soon.

Trail races at Colt Creek State Park on April 17, 2027 include 5K, 10K and a Half Marathon on flat, runnable pine forest trails. Events use chip timing and offer finisher medals, aid stations, and team awards.

Trail races of 10k, 30k and 50k take place at Loyce E. Harpe Park on April 17, 2027. The 10k loop repeats for longer distances on sandy, rolling mountain bike trails with aid stations and limited field size.

Trail races on the wooded 250 acre grounds of Gator Wilderness Camp School include 5K, 10K and 15K options, a kids dash, and a one day virtual race. Proceeds benefit the school and shirts are guaranteed for early registrants.

A 5 km Stadion obstacle race at Raymond James Stadium featuring 20 obstacles, stadium stairs, and course elements like the Buccaneer bleachers, pirate ship, and animatronic parrot. A kids race and spectator access are also available.