Trail Running calendar near Brooksville 2026-2027

A trail ultramarathon at Green Swamp near Dade City on February 14, 2026 offering 60K, 30K and a 30K ruck over varied Florida terrain, regular aid stations, a pet food drive and finisher hats.

Three trail races start and finish at Magnolia Park in Apopka, running the Lake Apopka North Shore and Loop Trail. The cupless event provides hydration stations, a long sleeved tech shirt, finisher medal and age group awards.

Run through the restored wetlands of the Disney Wilderness Preserve on trails supporting over 1,000 species. This family friendly event features 5K, 10K, and Double Down distances. It's a cupless race with finisher medals and accessibility..

Celebrate Mardi Gras on the flat, paved Pinellas Trail with 5K, 10K or 15K options hosted at HOB Brewing Company in Dunedin. Limited to 200 runners, all finishers get a medal and 21 plus registrants enjoy a complimentary beer.

Trail races at Manatee Springs State Park in Chiefland, Florida on February 21, 2026. Events include 5K, 10K and a half marathon set among cypress trees with views of the spring and possible manatee sightings.

This cross-country 10K is the 39th annual off-road run through Wekiwa Springs State Park. Every finisher gets a medal and tech shirt, with prizes for winners. The event is capped at 350 runners and includes a virtual race option.

A navigation-heavy, self-supported urban loop in Ocala featuring painted-horse artworks and two distance options. The untimed event emphasizes route-finding and sightseeing rather than racing.

An urban, self supported adventure run in Lakeland that follows a city route to view painted swan sculptures. The roughly 30k route emphasizes navigation, sightseeing, and a scavenger hunt atmosphere rather than competition.

Run a fast, groomed course at Holloway Park in Lakeland, FL, which hosts NCAA cross-country regionals. Choose from 10k, 30k, 50k, or a 5-person team relay.

A family friendly 5K trail run at Silver Springs State Park with a children's area, refreshments, and door prizes. Medals are awarded by age group and a Traveling Cup goes to the fastest team. Proceeds support local grants for spring and se..

Trail races at Lake Wales Ridge State Forest in Frostproof Florida with a 100k made of five 20k loops and a single 20k loop. Aid stations every 4 to 5 miles, on-site primitive camping and cooked food available.

A single loop trail event near Brooksville, Florida, offering 33.3 Miler, Half Marathon and 6K options with marked trails, aid for longer distances, finisher awards and a post-race picnic.

Run the 1st Annual Archie's Pizza Mile Trail Style in Williston FL on March 7 for a lively three loop beer mile with a non alcoholic option and finisher medals. Trail running, pizza vibes, and awards for overall winners.

A no-fee ultra in the Ocala National Forest offering 50K and 30K options along the Florida Trail, capped at 50 entrants and routed through Juniper and Hopkins Prairies.

Run or walk a 5k through the scenic grounds of Formosa Winery in Kissimmee. Your registration includes a cider donut, a pour of cider, and unique finisher swag like a bottle opener medal. The event supports Florida Boxer Rescue and welcomes..

An annual St. Patrick's Day 5K and 10K in downtown Dunedin along the paved Pinellas Trail, featuring electronic timing, finisher medal, tech shirt, dog and stroller friendliness, and nearby parking and post-race activities.

This 10k race takes place on the flat, paved Archer Braid Trail in Archer, Florida. It's a professionally timed event with awards for age group winners. Entry is free for Florida Track Club members.

Trail of Payne at Paynes Prairie Preserve State Park offers a 5k, 10k and a 1 Mile Fun Run on mixed natural trails with variable surfaces, age group awards and overall trophies.

Trail runs at Silver Springs State Park on March 29, 2026 include a half marathon, 10K, 5K and a virtual option, with a tech shirt, finisher medal, and awards for top finishers.

The Croom Fools Run celebrates its 30th year with 50-mile, 50K, and 16-mile trail races on a scenic 16-mile loop in Florida's Withlacoochee State Forest. Runners enjoy a tech shirt, finisher awards, and a post-race picnic. The event is capp..