Trail Running calendar near Ormond Beach 2026-2027

Take on the Monroe Cross Trail Ultra in DeBary, Florida offering 50 mile, 50K and 17K options along scenic paved multi use trails. The point to point 50 mile starts in Edgewater and finishes at Central 28 Beer Company with aid stations, med..

This Ain't Your Mothers 50K and Trail Marathon on January 25, 2026 in Middleburg Florida offers single track, waterfalls, stream crossings and scenic vistas on the Pioneer Trail. Choices from 7K to 50K suit racers and adventurers.

Forgotten Florida invites trail runners to explore pine flatwoods and palm groves around Christmas, Florida with 100, 50, 15 and 8 mile options Jan 31 Feb 1, 2026. Expect single track, varied terrain and wildlife sightings.

Celebrate the new year with Westly's 9th Annual 5K in Oakland, Florida. Run or walk the in person West Orange Trail event or join virtually anytime in January for a free, family friendly 5K with post race festivities and live music.

Join the Night Owl 5K, Coyote 10K or the Nighthawk 15K challenge at sunset on Colt Creek State Park trails. Expect rugged terrain and a required headlamp for the 5K, plus shirts and medals for all and an extra medal for challenge finishers.

Experience the Sombrero Ultra Running Festival in Middleburg FL with races from 3 to 48 hours, live music, vendors, and themed giveaways. Bring your crew and enjoy a runner village, a single aid station, medical support, and awards.

Run or walk the scenic Lake Apopka trails from Magnolia Park on February 15, 2026, with 30K, 8 mile, 5K and a virtual option. Enjoy varied trail surfaces, a tech shirt and medal, and post race food in a wildlife friendly, cupless event.

Run Florida's Space Coast to Treasure Coast in the Space Pirate 100, capped at just 100 runners. Finish on Jensen Beach, open a Space Pirate Treasure Chest and claim a custom finisher's buckle.

Join the 39th Real Florida 5K 10K at Wekiwa Springs State Park for a scenic off road run through natural Florida. Choose 5K or 10K, enjoy a capped field for a relaxed race vibe and a tech shirt and finisher medal for all entrants.

Experience single track trails at the Swamp Trail Race in Palm Coast, Florida on Feb 21, 2026, with distances from the breast cancer fundraiser Debby 10K to a tough 50K and a new 50K relay. A small field creates an intimate, friendly race v..

Join the Unicorns Among Us 5k in Ormond Beach on Feb 21, in person at Ormond Brewing Company or virtually. Enjoy a chip timed 5k with event shirt and medal, a free brewery pour with your bib, and support The Heterotaxy Connection.

Join the Painted Horse Urban Ultra in Ocala on Feb 21 for a self supported, navigation heavy adventure. Choose 55k or 25k routes that visit dozens of painted horse sculptures, and it is not a race but a sightseeing scavenger hunt.

A family-oriented 5K trail run at Silver Springs State Park on February 28, 2026, featuring a children's area, refreshments, age-group medals, team awards, and proceeds that fund local septic maintenance grants.

Two Prairies Ultra is a low key FAT ASS on the Florida Trail near Salt Springs, FL, with 50K and 30K options through scenic Juniper and Hopkins Prairies. Limited to 50 runners and encourages a trail donation; register by March 7.

Celebrate cider season with a festive 5k at Formosa Winery on March 15, featuring a scenic looped course and a 1.5 mile option. Entry includes a t shirt, cider pour, homemade donut and a finisher medal that doubles as a bottle opener, plus..

A youth trail run at Princess Place Preserve on March 21, 2026, with races for ages 3 to 13 over three distances. The flat, mostly hard-packed course offers timing, wooden finisher medals, water stations, and age-group awards.

Bring your pup and hit the sand for Run with the Pack, a dog friendly 5k and 1 mile fun run at Jacksonville Beach Pier. Enjoy beachside routes, a shirt and medal, and a post run party while supporting Fur Sisters Furever Urs Rescue.

Explore the scenic trails of Silver Springs State Park on March 29, 2026 with a half marathon, 10K, 5K or virtual trail run. Enjoy a custom tech shirt and finisher medal as you race past springs, river and abundant wildlife.

Join the Safe Animal Shelter Fundraiser Trail Run in Middleburg Florida for scenic miles on the Sandridge Trail while helping local pets in need. Choose from a half marathon, 10K or 5K on wide flat trails, enjoy swag and a raffle entry.

The Skunk Ape Trail Race in Ocala, Florida offers 50 Mile and 100 Mile ultramarathons on a scenic 50 mile out and back loop through pine scrubs, lakes and prairie. Enjoy rugged trails, strong aid support and memorable finisher swag.