Trail Running calendar near Silver Springs 2025-2026

Take on scenic Volusia County trails on Jan 24, 2026 with 50 mile, 50K and 17K options starting or finishing at Central 28 Beer Company in DeBary Florida. Enjoy trail views, on course aid, postrace food and a beer to celebrate your finish.

Run or walk a chip timed 5k through the scenic vineyards at Masaryk Winery, then enjoy a shatterproof wine glass and a wine pour for eligible participants. Proceeds benefit Nik's Wish and finishers receive a bottle stopper medal.

This ain't your Mothers 50k & Trail Marathon is an annual trail running event held in Middleburg, Florida, within the scenic Jennings State Forest near Jacksonville. The race features multiple distances including a 50K, trail marathon, 12K,..

Forgotten Florida is a multi distance trail weekend in Christmas, Florida on Jan 31 and Feb 1 2026, with ultras and shorter loops across palm groves, pine flatwoods and scenic single track. Spot herons, cranes and bald eagles while navigati..

Sunset trail run at Colt Creek State Park in Lakeland FL on Feb 7, 2026 with 5K, 10K, or the Nighthawk 15K Challenge completing both races back to back. Expect unpaved terrain, headlamps required for the 5K, finisher medals and a race shirt..

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.

Take on Skunk Ape’s Revenge at Green Swamp West by choosing 60K, 30K or a 30K Ruck and tackle sandy trails, single track and dirt roads through wild Florida scenery. Bring pet food for Cindy’s Pets and earn a finisher hat.

Explore shaded single and double track trails at Whispering Pines City Park on a scenic 5 mile loop that starts and ends at the pavilion. Free to join with donations welcome and complete 10 miles to earn a finisher award.

Choose from 30K, 8 Mile, 5K or a virtual trail run, walk or bike along the scenic Lake Apopka trails starting at Magnolia Park. Enjoy lakeside views and birding, finisher medals and tech shirts, and remember the event is cupless so bring yo..

Run a 5 km in person or virtual in Ormond Beach on Feb 21, 2026 to honor a child and support The Heterotaxy Connection. Registration includes a shirt, medal, chip timing for the in person race and a free pour at the finish.

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.

Run single track trails in Palm Coast on Feb 21, 2026 with distances from a challenging 50K, now offering a new 50K relay, down to a meaningful 10K fundraiser. The field is capped at 125 runners for a close knit trail experience.

Run scenic trails at Manatee Springs State Park with a half marathon, 10K or 5K through cypress trees and spring waters, and maybe spot manatees in the wild. Field limited to 350, so register early.

Run Ocala's Painted Horse Urban Ultra, a low key, self supported navigation adventure from the Where's the Finish? Podcast on Feb 21 2026. Choose 55k or 25k loops that visit dozens of painted horses for a noncompetitive, unsupported adventu..

Take on Spartan Trail in Jacksonville at Diamond D Ranch with 10K or half marathon options on mostly flat Florida trails that include some ankle biting and muddy sections. Weekend also features Spartan obstacle course races for extra advent..

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.

Run the Two Prairies Ultra in Ocala National Forest near Salt Springs, choose 50K or 30K on scenic out and back routes through Juniper and Hopkins Prairies. Entry is limited to 50 runners and a suggested donation supports the Florida Trail.

Join the GR 8H Trail Race in Ormond Beach on March 14, 2026 for an eight hour looped trail challenge on scenic slightly rolling single track between the Intracoastal and the ocean. Perfect training with a 2 mile loop to prep for spring race..

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..