S.O.S. Middleburg, FL

Sufferfest on Section 4 is a challenging 5-hour endurance event held in Middleburg, Florida, along the technical and hilly Section 4 of the Pioneer Trail. Participants run, walk, or hike as many out-and-back loops as possible on a roughly 2.5-mile single-track trail featuring switchbacks and scenic..

The Emerald Trail event in Jacksonville, Florida, features a 5K Run/Walk and a 10K Run, held in the Lavilla School area downtown. It offers participants scenic routes through the city, supporting fundraising efforts for the Emerald Trail. The event welcomes runners and walkers of all ages, with disc..

The Festivus 100 Miler Trail Run, held in Middleburg, Florida, offers multiple race distances including 100 miles, 50 miles, 35 miles, 14 miles, and 7 miles. This event caters to a wide range of trail runners, from ultra-distance athletes to those seeking shorter challenges. The race takes place on..

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..

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..