Trail Running calendar near Terre Haute 2025-2026

The Howl at the Moon Ultra will take place in Danville on Saturday 9 August 2025. You can run between 4 and 8 kilometers.

The 5th Annual Honor and Remember Run in Velpen, Indiana, is a family-friendly event held at Cool Springs, featuring a 5K Run/Walk, a 10K Trail and Ruck Run, and a Virtual Run option. This race honors military veterans, their families, emergency personnel, and those who died on 9/11 and subsequent w..

The DINO Trail Run at Southwestway Park in Indianapolis, Indiana, is a popular and scenic trail running event held annually. Scheduled for August 16, 2025, it features two main race distances: a 5K and a 15K, with the 15K consisting of a 5K lap followed by a 10K lap. The course is known for its chal..

The Wild Wild Wilderness is an annual running event held at Kickapoo State Recreation Area in Oakwood, Illinois. Established in 1981, the race features multiple distances including a 5K and a challenging 7.45-mile trail run that covers steep hills, creek crossings, and scenic woodland terrain. The c..

Hope on the Trail is a running and walking event held in Thorntown, Indiana, featuring 5K and 10K distances along with a "Fun Run" and a "Run your own race!" option for 5K or 10K. Participants enjoy the scenic Farm Heritage Trail, providing a beautiful outdoor course experience. The event supports a..

The Shake Your Trail Feather Trail Run takes place at Willenborg Woods in Charleston, Illinois, offering a variety of distances including a 50K ultra, half marathon (16 miles), 10K, 8-mile, and 5K races. Set amidst scenic timber, riverside paths, creeks, and hills, the course features technical sing..

The Tecumseh Trail Challenge is an annual trail running festival held in Yellowwood State Forest near Nashville, Indiana. The 23rd edition is scheduled for October 18, 2025. It offers multiple race distances including 8 miles, half marathon (13.1 miles), marathon (26.2 miles), 50K, and a new 50K rel..

The Camp Challenge 5k Trail Run takes place in Bedford, Indiana, set amidst the scenic woods of Southern Indiana. This challenging 5-kilometer race features a rugged course with steep inclines and thrilling descents through wooded trails, offering a true test of endurance. Beyond the physical challe..

The Allerton Park Trail Run, held at Robert Allerton Park in Monticello, Illinois, features a challenging 5.7-mile trail run alongside a 2-mile nature walk. The course follows the scenic Sangamon River and includes natural obstacles like roots, ruts, and sharp turns, offering a rugged trail experien..

The FroMoMoFo 20 Miler will take place in Martinsville on Sunday 11 January 2026. You can run between 10 and 20 miles.

The OPSF 50/50 Trail Race is a well-established event held in Owen-Putnam State Forest near Poland, Indiana, about an hour from Indianapolis. Organized by the Indiana Trail Running Association, it offers multiple distances: a 50-mile ultra, a 50K, a 14-mile run, and a 10K trail race. The course feat..

The Hawthorn Half Day will take place in Terre Haute on Saturday 23 May 2026. You can run between 6 and 12 kilometers.

The Elsa Chicken Plucker Backyard Ultra is a unique trail running event held at Willenborg Woods in Charleston, Illinois, featuring a 4.167-mile loop that runners complete every hour. Set on 149 acres of scenic trails, the course includes riverside views, ridge-top challenges, single-track paths, gr..

The MoMoFo 100k and 20 mile Fun Run is a challenging trail running event held in Morgan Monroe State Forest, Martinsville, Indiana. The main race is a 100-kilometer trail run starting in the evening, featuring about 7,500 feet of elevation gain across mostly single-track trails, forest service roads..