Trail Running calendar near Alexander Springs 2026-2027

A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.

Point to point trail ultramarathon in DeBary, Florida with 50 mile, 50K, and 17K options, aid stations, and a finish at Central 28 Beer Company.

A multi-distance trail event in Christmas, Florida on January 30 and 31, 2027, running through Tosohatchee and nearby state forests with single track, varied terrain, wildlife viewing, course maps, aid station details, and crew and voluntee..

Trail race on the Pioneer Trail in Middleburg FL offering 50K, marathon, 12K and 7K across varied single track with aid stations and available course maps.

A 12-hour, donation-supported trail run at Whispering Pines Park featuring a marked 5-mile loop through shaded single- and double-track trails. Participants may complete as many laps as they wish and receive an award after two loops.

A fundraising 5K in Ormond Beach with in-person and virtual options. Proceeds benefit The Heterotaxy Connection and registration includes chip timing, a shirt, and a finisher medal.

Nighttime trail running at Colt Creek State Park with looped unpaved courses offering a 5K, a 10K, and a combined 15K challenge. 5K starters must use a headlamp and virtual entries receive mailed race items.

A weekend ultrarunning festival in Middleburg FL with 3 to 48 hour timed events, single aid station, footcare and on site medical support.

Trail races at Lake Apopka from 5K to 30K on packed lime rock and hard-packed Northshore trails, with support stations and awards; starts and finishes at Magnolia Park.

Trail-run, hike and walk options from 5K to half marathon through Seminole State Forest near Sorrento, FL. The event is a charity sponsored by Tracked Chair Adventures, Inc., a nonprofit 501(c)(3), with published registration fees and dates..

Multi-distance ultramarathon along Florida's Space Coast and Treasure Coast, limited to 100 runners and requiring support crew.

An obstacle course racing weekend at Diamond D Ranch in Jacksonville featuring Sprint and Super races, kids races, trail distances, team starts, and spectator access.

A community 5K at Marion County Airport in Dunnellon that combines varied trail surfaces and the sights and sounds of aircraft. Age-group medals and a Traveling Cup for the fastest team are part of the event.

Trail event at Holloway Park near Lakeland, FL offering 10k, 30k, 50k and a five person relay on a groomed cross country course.

Trail races at Diamond D Ranch near Jacksonville mix mostly non-technical terrain with occasional muddy, ankle-biting sections and options for 10K and half marathon distances.

Experience a unique single loop trail run through the Withlacoochee State Forest featuring 33 1/3 mile, half marathon, and 6K distances. Enjoy riverside trails and celebrate your finish with a post race barbecue and handcrafted medals.

A chip timed 5K run/walk at Formosa Winery in Kissimmee on March 14, 2027. Registration includes a T-shirt, a medal that doubles as a bottle opener, a pour of cider and a homemade cider donut.

First held in 1967, this Easter-themed beach run at the Daytona Beach Bandshell features professionally chip timed 4 mile and 2 mile events plus kids dashes and participant medals.

Trail races at Silver Springs State Park include a half marathon, 10K and 5K plus a virtual half marathon option. Participants receive a tech shirt and finisher medal, the bib serves as park entry and awards cover overall and age groups.

A team-based adventure in New Smyrna Beach where two-person teams tackle 20-plus obstacles including puzzles and physical tasks. Participants must wear the event shirt and bib; racers must be at least 10 years old.