Trail Running calendar near Holiday 2025-2026

We have found 51 Trailruns within 80 miles of Holiday. See below where and when you can find the races.

Join PHSC cross country teams at Pasco Hernando State College for Run with the Bobcats, a flat, fast 5K and 1 mile Bobcat Trot on the Wellness Trail. All ages welcome, with race shirts and post race refreshments and proceeds supporting PHSC..

Enjoy scenic trails at Lake Louisa State Park in Clermont on November 8, 2025 with 5K, 10K, and half marathon options. Chip timed race with finisher medallions, race swag and a lively post race awards ceremony.

UTMB Index

Take on a self guided 100 mile urban ultramarathon from Ybor City to Vinoy Park, tracing Tampa Bay’s coast through beaches and neighborhoods. Mostly flat with aid stations, finishers earn a 100 mile belt buckle and race swag.

The Dunedin Veterans Day 5K, 10K and Kids Dash Runs take place in downtown Dunedin, FL. The course starts and finishes near the VFW at the Dunedin Hale Center, 330 Douglas Avenue, and runners traverse the paved Pinellas Trail on a northboun..

Landbridge Trail 5k is a well-marked, 5-kilometer loop on the Florida Trail in Ocala, Florida. The course climbs to the top of the famed Landbridge in the Marjorie Harris Carr Cross Florida Greenway, following Blue and Orange blazed trails...

Run the Colt 45 Trail Race at scenic Colt Creek State Park near Lakeland, Florida. Choose from four distances from a 14 mile loop to a 60 mile double loop and enjoy aid stations, unique finisher awards and a post race picnic.

Join Turkey Trails in Tampa on November 23 for a fun Thanksgiving run with distances for all ages: 1 Mile, 5k, 10k, Kids Dash and Virtual options. Chip timing, shirts, medals, free photos and post race refreshments make it a festive day.

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..

Turkey Day 5K Tampa Bay is a Thanksgiving-themed 5K run/walk held along the Upper Tampa Bay Trail in Tampa, Florida (near Citrus Park). The scenic, nice-down-and-back course follows the trail with a street crossing assisted by Hillsborough..

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.

Celebrate Turkey Day at Turkey Trails Orlando in Clermont on November 29, 2025 at Waterfront Park. Run a 1 mile, 5k, 10k or Kids Dash in person with chip timing, free photos and post race refreshments, or join the virtual option and run any..

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.

December 2025

Fit Together Fitness RC presents the inaugural Little Big Water River 5K Trail Run/Walk in Dade City, FL. The course starts on a narrow Florida Trail path (about 0.77 miles), then joins the wider blue trail around Withlacoochee River Park a..

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.

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..

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..

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.