Trail Running calendar near Holiday 2025-2026

Celebrate the season at RunFluent Christmas in Lutz FL on mixed surface trail loops with spectator friendly access. Pick a 4.45 mile, a 7 hour solo or a 2 person relay and earn a race shirt, finisher awards and 50k recognition.

Celebrate the season at the Candy Cane Course in Tampa on December 13 with festive 1 Mile, 5k, 12k, kids dash and virtual options for the whole family. Timed 5k and 12k races include finisher medals, shirts, free photos and Toys for Tots do..

Preview the 2026 LH100 course with a training run at Colt Creek State Park in Lakeland, FL on Dec 13, 2025. Run a marked 16.8 mile loop with water stops and day use facilities nearby. Registration closes Dec 12.

Join the festive Candy Cane Course in Clermont on Dec 14, 2025, with a 1 mile, kids dash, 5k, 12k and a virtual option for all abilities. Expect shirts, medals, chip timing, finish line treats and a Toys for Tots toy drive.

Cancelled: Peace River 100 Miler in Bartow, Florida was a looped ultra on rolling grass and sandy trails with 10 mile loops and a 100 mile option. It featured plentiful aid, a hearty post race feast and strong community support.

Run along the scenic Pinellas Trail from HOB Brewing in Dunedin with options of 5K, 10K or 15K while supporting a local toy drive. Finishers receive a medal, RUN FLORIDA shirt and a free draft for participants 21 and over.

Croom Zoom is a scenic trail run in Brooksville's Croom Park through oak hammocks and tree canopy, with 50K, 20 mile and 10 mile options. Entries cap at 250, so register by January 1, 2026 to secure your spot and chase a finisher award.

Join the Time Travel Half Marathon in Tampa on Jan 11, 2026 with 5k, 10k, 1 mile and kids races plus virtual entries. In person runners enjoy a designer shirt, custom medal, chip timing and free photos for a lively finish line.

Test your limits at the Long Haul 100 in Colt Creek State Park in Lakeland FL with a six loop 100 mile race or a 100 Furlongs loop. This Western States qualifier awards buckles and WSER lottery entry for finishes under 30 hours.

Join the Scrub Jay Races at Oscar Scherer State Park for scenic 5K and Scramble 10K courses, with virtual entries available through January. All finishers earn medals and support Florida scrub jay conservation.

Run a relaxed, chip timed 5k through the vines at Masaryk Winery with wine themed swag and a post race pour. The grassy dirt course favors walkers and social runners over fast times.

Take on the trails at Carlton Preserve in Venice for the second annual Coo Wah Chobee, a single loop trail run with distances from 50k to a 5k plus a youth 5k. Enjoy mixed single track terrain, signature swag and Wicked Skin awards.

Join The Couple Shuffle in Tampa on January 31, 2026 for a festive couples friendly race offering a Kid's Dash, 2 Mile, timed 5k, 10k and 15K plus a virtual option. Expect shirts, medals, chip timing and age group awards.

Run the Hero Dash 5K at Legacy Park in Venice, Florida to support Respect 1st Responders and help fund Disaster Relief Kits. Enjoy music, food trucks, vintage emergency vehicles and family fun after the race.

Celebrate Mardi Gras at Celery Fields with 5k, 10k and canicross races for runners and their dogs. Expect shirts, post race snacks, live music, vendors and age group awards plus a guided warm up.

Race under the stars at AdventHealth Nighthawk Trail Run in Colt Creek State Park with 5K, 10K and a 15K Challenge. Rugged unpaved loops, headlamp required for the 5K, finisher medals and a race shirt promise a memorable night on the trails..

Hit the scenic trails at Lake Manatee State Park on Feb 7, 2026 for the Gopherdillo Trail Run, with 5K and 10K routes that showcase lake views and local wildlife. All finishers receive a medal and both distances follow separate no loop cour..

Run the Hunt for Sasquatch at Bone Valley ATV Park in Mulberry on Feb 7, 2026. Choose 10K, 5K, a color 1 mile or multi distance challenges, enjoy rugged trails and small hills, collect swag and celebrate at the finish line awards party.

Run Skunk Ape's Revenge on Feb 14 at Green Swamp in Dade City, a rugged daytime trail with 60K, 30K and 30K ruck options over muck, single track and sugar sand. Enjoy aid stations, finisher hats, camping and a pet food drive.

Sasquatch invites runners to Carlton Preserve in Venice Florida for 15k, 10k, 5k and a virtual race on Feb 15 2026. Expect race shirts, snacks, live music, vendor booths and a guided group stretch for all abilities.