Trail Running calendar near Carrollwood 2025-2026

All Day at Holloway returns Saturday, Feb 28, 2026 at Holloway Park in Lakeland FL, featuring 50k, 30k, 10k and a five person 50k relay on fast groomed 10k loops. Enjoy a mix of trail and road like sections on a well maintained course.

Run scenic single track through Withlacoochee State Forest along the river at the Long Play Trail Run in Brooksville, Florida. Choose 33.3 miles, a half marathon or 6K and finish with a vinyl record and post race picnic.

Celebrate St Patrick's season with the Time to Paddy 5k, 10k, half marathon and fun runs in Tampa on March 21, 2026. Choose live or virtual options and enjoy shirts, medals and family friendly races for all ages.

Celebrate St Patrick spirit at the Time to Paddy 5k/10k and Lucky 13.1 in Orlando with in person and virtual options for every pace, from a 1 mile and kids dash to a half marathon. All finishers get a designer shirt and custom medal.

Celebrate the 30th annual Croom Fools Run on scenic trails through Withlacoochee State Forest, with 16 Mile, 50K, or 50 Mile loop courses, full aid stations, and a laid back post race picnic. Field is limited to 250 runners, so register ear..

Run scenic trails at Colt Creek State Park with 5K, 10K, or half marathon options, chip timed and featuring event swag, a finisher medallion, and post race snacks. Awards for overall, age groups, and teams make this a fun day for solo runne..

Join the Turtle Trot at SunWest Park in Hudson on April 11, 2026, for scenic 5K and 10K runs along paved trails around former salt mines. Timed and untimed options, finisher awards for all, and proceeds benefit PAIR.

Dive into The Kraken in Sarasota on April 12, 2026 with 5k and 10k options for runners of all paces. Enjoy music, vendors, pre race group stretching, snacks, commemorative tee and a finishers bottle opener while awards honor top finishers.

Run the Funest 50k at Loyce E. Harpe Park in Mulberry with 50k, 30k, and 10k options over rolling sand and dirt trails. Entry is limited to 100 runners with aid, finisher swag, and funds supporting Polk County parks.

Run the scenic Withlacoochee Trail Marathon through shaded hiking and horse trails near Lecanto, FL, with marathon, half marathon and 10K options. Enjoy aid stations, a finisher shirt and post race food amid peaceful forest scenery.

Join Stomp Out Suicide on May 2 at Withlacoochee River Park for a scenic trail run or walk supporting suicide awareness. Choose from 10K, 5K or 1 mile and enjoy a race shirt, snacks and a finisher award.

Choose 50K, 25K or 10 Miler single loop courses through the Citrus Tract, starting and finishing at Holder Mine Campground. Expect on trail aid, a post race picnic and finisher award, plus camping for a whole weekend of trail fun.

Hit the trails at Lake Louisa State Park for the Florida Run LEFTOVER Trail Race offering 4 and 8 mile courses. Enjoy live music, post race food, family friendly fun and leftover swag instead of waste, with pro timing and awards.

Experience the Skunk Ape Night Run, a 30K under Florida stars on mixed trail terrain at Green Swamp. Enjoy well stocked aid stations, simple finisher swag and awards for the top four men and top four women.

Run the Hot August Night Trail Race at Holder Mine Campground by headlamp on single track trails through the Withlacoochee Forest. Choose 5, 10 or 20 miles and earn a handcrafted finisher medal plus a post race picnic.