Trail Running calendar near Sterling 2025-2026

The Mines of Spain Trail Races, held in Dubuque, Iowa, offer runners three challenging distances: a half marathon, 7-mile, and 4-mile race. Set in the scenic Mines of Spain State Recreation Area, the courses feature diverse terrain including dirt single and double tracks, prairie grass trails, rocky..

The New Glarus Woods Trail Run is an annual event held at New Glarus Woods State Park in Wisconsin, part of the Savanna Trail Run Series. The 6th edition features multiple race distances: a 1-mile kids fun run, 5 km, 8 km, and 16 km trail runs. The event supports fundraising for mountain bike trail..

The Run The Rails will take place in Elburn on Saturday 16 August 2025. You can run between 4 and 7 miles.

ScoCo50 is a trail running event held at Scott County Park in Long Grove, Iowa, offering 50K, 10-mile, and 5-mile race distances. The course features a mostly dirt and grass trail system through wooded and prairie areas, with gentle elevation gains—approximately 950 feet per 10-mile loop for the 50K..

The Gristmill Grind 10K is a challenging trail race held annually at Franklin Creek State Park in Franklin Grove, Illinois. Known as one of the most difficult 10Ks in the area, the course features technical trails with approximately 800 feet of elevation gain, multiple hill climbs, and four creek cr..

The Cornell Days 5k and 1 Mile Fun Run/Walk is a family-friendly running event held in Cornell, Illinois, starting at Clinton Keith Mills Memorial Park. The race features an out-and-back course along the county blacktop roads through the scenic countryside, suitable for both first-time runners and e..

The Hobo Trail Runs, hosted by Rockford Road Runners, take place at Rock Cut State Park in Rockford, Illinois. This annual event offers multiple trail running distances including 10k, 25k, and 50k races, with options to participate in single races or the challenging Triple Crown series (85k total) o..

Dirt Circus - Chicago is a free community running event held in Crystal Lake, Illinois, celebrating local trail running culture. Organized by UltraSignup, the event features a festive atmosphere with a social run, food, raffle prizes, and an expo showcasing local races, run clubs, brands, and busine..

Last Dot Standing is a unique endurance running event held at Belleville Community Park in Belleville, Wisconsin. Participants alternate running 4.2-mile legs between Belleville and Dot's Tavern, a historic local tavern, with one hour to complete each segment. The race continues hourly until only on..

The Tiger 10 Miler will take place in Byron on Saturday 20 September 2025. You can run 10 miles.

The 4sta Hike is an annual trail running event held at Loud Thunder Forest Preserve near Andalusia, Illinois, along the Mississippi River. Participants run a challenging 1-mile loop featuring smooth single track, rocks, roots, downed trees, and steep gradients up to 48%. The course offers two option..

Hindsight Ultra Trail Runs, held in Dixon, Illinois, offers a grassroots ultra running experience with distances of 25K, 50K, 100K, and 100 miles. The course features a 7.85-mile loop combining roughly 50% singletrack, 30% grassy meadows, and 20% gravel paths, with about 6,200 feet of elevation gain..

The Swiss Valley Trail Races, held in Peosta, Iowa, offer runners three distance options: 5.2 miles, 25K, and 50K. Set within the scenic Swiss Valley Nature Preserve, the course features rugged terrain, creek crossings, and steep inclines, with each 5.2-mile loop climbing approximately 875 feet. The..

The Hennepin Hundred is a premier ultramarathon held in Sterling, Illinois, featuring 100-mile, 50-mile, 50K, and 100-mile team relay races. The point-to-point course follows the scenic, flat, and fast Hennepin Canal State Trail, Illinois’ longest multi-use trail, stretching from the Rock River to t..

The Fall Trail Classic - Marengo, IL will take place in Marengo on Saturday 4 October 2025. You can run between 4 and 7 miles.

The Autumn Leaf Run is a 5K trail race held at Oakdale Nature Preserve in Freeport, Illinois. Open to all ages and skill levels, the event offers a scenic course featuring diverse terrain such as wide tree-lined trails, moderate hills, prairie areas, bridge crossings, and single-track trail sections..

The Farmdale Trail Run, held October 11-12, 2025, takes place at Farmdale Reservoir near East Peoria, Illinois. This premier trail event offers multiple distances: 10K, half marathon, 30-mile, 50-mile, and 100-mile ultras. The course features miles of single-track trails, service roads, and open pra..

The Mines of Spain 100 is a challenging Midwest trail ultramarathon held in Dubuque, Iowa, set in the scenic bluffs, prairies, and forests of the Driftless Region along the Mississippi River valley. The event offers two distances: 100 miles (five loops) and 100 kilometers (three loops) on a roughly..

The Over The Vines Wine Run/Walk is held at Over the Vines Vineyard & Wine Barn in Edgerton, Wisconsin. This event offers a 5K timed run, a 5K untimed walk, and a 2K untimed walk, all on a scenic trail featuring grass, gravel, and compacted dirt terrain. Participants must be 21 or older and enjoy fo..

The Miner 49er is an endurance running event held in the scenic Mines of Spain near Dubuque, Iowa. It features two race distances: a 25K and a 50K, with the 50K being a double loop of the 25K course. Runners experience approximately 2,200 feet of elevation gain on the 25K and 4,400 feet on the 50K...