Trail Running calendar near Ocala 2025-2026

We have found 53 Trailruns within 80 miles of Ocala. See below where and when you can find the races.

Tackle the Wekiwa Springs Ultra January 3 and 4 2026 in Apopka Florida with 12 hour, 24 hour or 24 hour relay options on a scenic 3.2 mile loop. Enjoy night running, campfire fun, and finisher swag including a wooden medal.

Croom Zoom in Brooksville, FL invites you to run shaded trails through oak hammocks in Withlacoochee State Forest, with 50K, 20 mile and 10 mile options. The looped course keeps aid stations and drop bags within reach for a great day on the..

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..

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.

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,..

Enjoy a scenic 5K through vineyards at Masaryk Winery on January 25, 2026, with chip timed results, a finisher medal, and a wine pour. This relaxed grassy course is made for a fun social run supporting Nik's Wish.

February 2026

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.

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.

Run the wild trails of Green Swamp in Dade City with 60k, 30k, or 30k Ruck options over sand, single track and fire berms. Top finishers earn awards, all finishers get hats, and the race supports a pet food drive.

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..

Unicorns among us 5k The Unicorns among us 5k is a community run/walk on Saturday, February 21, 2026, in Ormond Beach, Florida. The event uses a scenic trail around Ormond Brewing Company and is open to runners, walkers, strollers, and chil..

The Real Florida 5K and 10K is an annual cross-country race held at Wekiwa Springs State Park in Apopka, Florida. Celebrating its 39th edition in 2026, the event features an off-road course through scenic natural surroundings. Participants..

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.

UTMB Index

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..

March 2026

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..