Trail Running calendar near Southwest 2025-2026

The Sombrero Sizzler is an annual running and walking event held at Cecil Field in Jacksonville, Florida. Participants can choose from 3, 6, 9, or 12-hour races on a flat, fast 1.25-mile paved loop, surrounded by shaded pine trees. The course features minimal turns and is suitable for both individua..

The River to Sea 12/6 Hour Trail Race takes place in Palm Coast, Florida, featuring a nearly one-mile loop trail surrounded by palm and oak trees in a classic old Florida hammock setting. The course is flat, shaded, and nontechnical, offering a scenic and comfortable running experience between the r..

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..

S.O.S. in Middleburg, Florida, is a unique running event held on the scenic Sandridge Trail within Jennings State Forest. Participants can choose from a 9K distance or time-based challenges of 3, 6, or 12 hours, all run on a 2.75-mile loop.The race features a cupless format, encouraging runners to b..

The Emerald Trail event in Jacksonville, Florida, offers a 5K Run/Walk, a 10K Run, and a one-mile run/walk, all held near the Lavilla School area at 633 North Lee Street. This race aims to raise funds for the Emerald Trail and welcomes participants of all ages, with discounts for those 10 and under..

The Ponte Vedra 10-Miler, presented by Alter Ego Running, is a vibrant running event held in Ponte Vedra Beach, Florida. Scheduled for October 5, 2025, it features a 10-mile run, a 5K run, virtual race options for both distances, and a Kids Obstacle Course with over 10 challenging stations. The race..

The Itch is a challenging 50K trail race held in Ocala, Florida, along the Florida National Scenic Trail’s West Corridor. This no-frills, point-to-point event starts at the East-West Junction near CR 316 and finishes at the Baseline Road Trailhead. Runners navigate rugged wilderness terrain, with ai..

The Gate2Gate Trail Run, held near Alachua, Florida, offers 25K and 50K distances through the scenic San Felasco Hammock Preserve State Park. This event features a diverse course with single-track mountain bike trails, open fields, rolling hills, and birding paths across over 7,000 acres of protecte..

The Jacks Trail Race, held in Palm Coast, Florida, offers 12K, 24K, and 50K distances on the scenic MalaCompra Greenway Trail. This course features 95% single-track, hammock-shaded trails just steps from the Atlantic Ocean, with a short gravel section for spacing. Runners complete loops depending on..

The Azalea 12/24 Hour is an ultrarunning event held at the scenic and historic Ravine Gardens State Park in Palatka, Florida. Participants can choose between a 50-mile race, a 24-hour, or a 12-hour run on a USATF Certified 2-mile paved loop course featuring winding curves, hills, and a canopy of tow..

The Across Florida 200 is a fully supported, 200-mile endurance trail run across Florida, starting on the west coast and finishing at St. Augustine Beach Pier. The course features 110 miles on the famous Florida Trail, 10 miles of state park trails, 40 miles of dirt roads, 20 miles of Rails to Trail..

The Wild Florida Trail Run, held in White Springs, Florida, offers 50K, 25K, and 10K trail races benefiting the Florida Trail Association. The 50K and 25K are point-to-point courses starting near Suwannee Springs and finishing at Stephen Foster Folk Culture Center State Park, while the 10K is a sing..

The Last of the Felascans is a challenging backyard ultra held at San Felasco Hammock Preserve State Park in Alachua, Florida. Participants run a 4.167-mile loop every hour on a trail course by day and a dirt road by night, with no pavement throughout. The race continues until only one runner comple..

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 IQ FIBER Winter Beach Run is a popular annual event held in Jacksonville Beach, Florida, featuring 10-mile and 5K races on firmly packed sand near low tide for optimal running conditions. Established in 1976, it is the second oldest running event in the Jacksonville area and offers a unique beac..

The Florida Roots Trail Series at Fort Clinch in Fernandina Beach, FL, offers a community-focused trail running event featuring distances of 5K, 10K, 30K, and 50K. The course winds through the park's scenic trail system and circles the historic Fort Clinch, providing a challenging yet runnable exper..

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..

The Two Prairies Ultra is a unique, no-fee ultra running event held in Fort McCoy, Florida, within the Ocala National Forest. Participants can choose between a 50K and a 30K distance, with the 30K covering the southern half of the course. The race starts at Pat's Island Trailhead and features two ou..