Trail Running calendar near Holiday 2025-2026

We have found 49 Trailruns within 80 miles of Holiday. See below where and when you can find the races.

Run scenic loops through Colt Creek State Park with distances from 14 mile to 60 miles on a shared 14 mile loop with staffed aid stations. Enjoy wildlife sightings and handcrafted awards for all finishers.

Run the scenic 60K Legacy Trail Ultra in Sarasota, starting and finishing at Payne Park along a mostly flat out and back route. Free to enter with limited aid and a 10 hour cutoff, this friendly club race welcomes solo runners and small rel..

Celebrate Thanksgiving at Turkey Trails Tampa on Nov 23 at Lake Seminole Park with in person or virtual 1 mile, 5k, 10k and kids dash. Enjoy chip timing, free photos, finisher swag and age group awards for the 5k and 10k.

Lace up for a festive Turkey Day 5K along the scenic Upper Tampa Bay Trail in Tampa. Enjoy chip timing, a turkey finisher medal, a comfy race shirt and postrace photos while soaking up holiday vibes.

Celebrate Thanksgiving with the Turkey Day 5K in Clermont, a festive waterfront 5K along Lake Minneola at Waterfront Park. Enjoy a soft race shirt, turkey finisher medal, chip timing and scenic views for a fun holiday run.

Take on Florida 48 in Ocala FL: a 4x4x48 ultra where you run 4 miles every 4 hours for 48 hours. Enjoy on site camping, meals, and a finisher award in an intimate 100 runner field for a true community endurance test.

Run the Turkey Burn Ultra at Lake Louisa State Park in Clermont Florida with 25K or 50K loop options across wooded singletrack, sandy hills, creeks and lakes. Clearly marked trails, four aid stations, pro timing and a finisher medal.

Hit the scenic trails of Venice, Florida at the Trail Hog Half Marathon on November 29, 2025. Choose from a half, 10k or 5k and enjoy race shirts, post race snacks, music, vendor booths and age group awards.

Celebrate Thanksgiving with Turkey Trails in Clermont on November 29, offering 1 Mile, 5k, 10k and Kids Dash races with in person and virtual options. Expect custom shirts, bibs and finisher medals plus family friendly fun for all ages.

Join the second annual Salty Soul Splash Dash, a festive 5 km fun run through Dunedin along the Pinellas Trail. Enjoy a timed finish, a race shirt and celebrate afterward with Salty Soul Island Kitchen.

December 2025

Join the Little Big Water River 5K Trail Run and 1 mile stroll in Dade City, Florida on December 6, 2025 for a scenic true trail challenge. All finishers earn a medal and the day features a cookout with proceeds helping a new local church c..

Enjoy a festive Jingle Bell Dash 5K in Spring Hill on December 6 with a scenic cross country route at Bishop McLaughlin. Proceeds help build a new track and early registrants get a free race tee while top finishers receive holiday gifts.

Join RunFluent Christmas in Lutz FL on Dec 13, 2025 for a festive day of running with a 4 miler, 7 hour multi lap and 7 hour 2 person relay on a spectator friendly looped course. Enjoy varied trail surfaces, a race shirt and finisher awards..

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.

Peace River 100 Miler in Bartow, Florida scheduled for Dec 20, 2025 is cancelled. The race was set to challenge runners on looped grass and sandy trails with generous aid station fare and a 36 hour cutoff for the 100 mile distance.

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.

January 2026

Croom Zoom in Brooksville, FL invites you to run shaded trails through oak hammocks in Withlacoochee State Forest, with 50K, 20 mile and 10 mile options. The looped course keeps aid stations and drop bags within reach for a great day on the..

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.

Tackle scenic Florida trails at Long Haul 100 in Colt Creek State Park, Lakeland. Choose the epic 100 mile challenge or a shorter 12.5 mile loop and enjoy wildlife, aid stations and a finisher buckle.