S.O.S. Middleburg, FL

The Sombrero Sizzler is an annual timed running event held in Jacksonville, Florida, featuring distances of 3, 6, 9, or 12 hours, plus a 6-hour relay option for teams of up to four runners. The race takes place on a flat, fast 1.25-mile loop on a former military base, combining asphalt road and conc..

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 traverse a roughly 2.5-mile out-and-back single-track course featuring switchbacks and scenic overlooks of Black Creek. The event em..

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..

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 distances including 3, 6, 12, 24, and 48-hour events, with both day and night options. The festival aims to accommodate..

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 an excellent introduction to ultra and trail running. Runners benefit fro..

The Gator Dash Trail Run takes place at Diamond D Ranch near Jacksonville, Florida, offering a scenic Spartan Trail experience. The event features two race distances: a 10K and a half marathon (21K). The course is relatively flat with minimal elevation gain and mostly non-technical terrain, making i..