Trail Running calendar near Southwest Jacksonville 2025-2026

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, and 7K. The courses traverse the diverse Pioneer Trail, kno..

Dark Anchor is a multi-distance ultra hosted on Jekyll Island, Georgia, by the YETI Trail Runners. Runners choose from 25K, 50K, 80 miles, 100K, or 100 miles, looping a flat, soft 3.0-mile course around the island. The event operates under a 34-hour time limit, with a central aid station and a crew-..

The Sombrero Ultra Running Festival (SURF) is an endurance running event held in Middleburg, Florida, at the Clay County Regional Sports Complex. It offers a variety of timed race options including 3, 6, 12, 24, and 48-hour runs, accommodating runners from first-time ultramarathoners to seasoned ath..

The Angry Tortoise 50K and 25K trail runs take place in the scenic flatwoods of Cary State Forest near Jacksonville, Florida. Celebrating its 13th anniversary in 2026, this event offers a flat course on forest roads, making it ideal for newcomers to ultra and trail running. Participants benefit from..

Swamp 10k/30k/50k Trail Race, staged in Palm Coast, Florida by East Coast Trail Racing, offers 50K, 50K Relay, 30K, and 10K on rugged single-track trails. The course is described as beautifully challenging, featuring 2,345 feet of elevation gain on the 50K—the most for any Florida 50K. The event fos..

The Gator Dash Trail Run takes place at Diamond D Ranch near Jacksonville, Florida, as part of the Spartan Trail series. The event offers two race distances: a 10K and a half marathon (21K). The course features minimal elevation gain with mostly non-technical terrain, making it ideal for a first spe..

Two Prairies Ultra is a FAT ASS ULTRA held near Fort McCoy, Florida, offering 50K and 30K options. The event, capped at 50 participants due to limited parking and a remote wilderness setting, starts at Pat's Island Trailhead in Ocala National Forest near Salt Springs. The course comprises two out-an..