Trail Running calendar near Silver Springs 2025-2026

Join Festivus in Middleburg for a multi distance trail run through Jennings State Forest, with scenic 7 mile loops and a lively Runner's Village. Choose distances from 7 to 100 miles, use aid stations, and earn custom medals and 100 mile bu..

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.

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.

Hit the trails at Doris Leeper Spruce Creek Preserve in New Smyrna Beach on December 13, 2025 for scenic loops through old growth forest, oak hammocks, river edge and salt marsh. Choose 12K, 24K or 48K and celebrate with a custom shirt, fin..

Join the Candy Cane Course at Waterfront Park in Clermont for festive races the whole family will love, from a family friendly 1 Mile and Kids Dash to timed 5k and 12k. Virtual and volunteer then run options add flexibility and holiday fun.

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.

Run scenic Wekiwa Springs trails in 12 hour and 24 hour solos or a 24 hour relay on a 3.2 mile loop. Night running, on course aid and finisher swag make this a memorable winter endurance weekend.

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.

Run through time in Orlando at the Time Travel Half Marathon with 5K, 10K, half marathon, 1 mile and kids races, available in person or virtually. Timed distances feature chip timing, custom bib, designer shirt, finisher medal, free photos..

Monroe Cross Trail 50 Mile Ultra in DeBary, Florida offers 50 mile, 50K, and 17K on scenic paved multi use regional trails. The point to point 50 mile finishes at Central 28 Beer Company with finisher medals and prizes for top finishers.

Run scenic single track through Jennings State Forest near Middleburg Florida with options from 7K to a challenging 50K. Enjoy creek crossings, vistas above Black Creek and technical climbs on the Pioneer Trail for a true trail experience.

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.

Forgotten Florida is a trail running weekend in Christmas FL on Jan 31 Feb 1 2026 offering 100, 50, 15 and 8 mile courses. Run rarely traveled single track through palm groves and pine flatwoods for a true Florida trail adventure.

Run under the stars at Colt Creek State Park with a 5K, 10K, or the 15K Nighthawk Challenge combining both. Rugged trails, headlamp required, finisher medals and post race snacks for all 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 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.

Run along the scenic Lake Apopka trails from Magnolia Park on February 15, 2026 with 30K, 8 Mile and 5K options plus a virtual race. Enjoy technical shirts, finisher medals and post race snacks while supporting local trail conservation.

Join the Florida Run at Manatee Springs State Park for scenic trail races through cypress and clear spring water, with half marathon, 10K and 5K options. Enjoy beautiful views and the chance to spot manatees in the wild.

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.