Trail Running calendar near Boonville 2025-2026

Experience the county's first ultra trail run at O'Bannon Woods State Park on November 1, 2025, with rugged single track, rocky sections and forested hills. Choose distances from a 5K to a 50K and enjoy marked trails, aid station support an..

Push your limits on a rugged trail loop at Deam Lake SRA on November 2, 2025, with 6 and 12 hour endurance options or a single lap fun run. Spots are limited to under 50; entrants get a Lake Vista cap and finishers earn a medal and prizes.

Challenge yourself on scenic trails around Deam Lake with choices from a 6 mile or 12 mile run to a 4 hour endurance option. All finishers earn awards and the race is part of the Winter Warrior series for extra bragging rights.

Hit the trails at Scales Lake Trails on November 16 for the Black Annie Trail Race, offering 5K, 10K and 15K options across rolling, occasionally slick hills. Trail shoes are recommended for this scenic, fun and challenging lap course.

Tackle scenic singletrack along Otter Creek in Brandenburg, KY on Dec 20, 2025, with marathon, 16 mile and 8 mile options. Rolling hills, creekside trails, hot food and carved wooden medals make this a cozy winter trail challenge.

Join Race The Trails on April 4, 2026 in Newburgh, IN for scenic trail runs including Warrick County's first half marathon, a 5K and kids races. Celebrate new trails at Friedman Park while supporting local park improvements.

Knobstone 50 on April 11, 2026 is a point to point 50 mile trail race through rugged southern Indiana with roughly 10,000 feet of climbing along the Knobstone Trail. Registration closes April 3 and pacers are allowed for the 50 mile field.

Enjoy singletrack trail runs and mountain bike endurance races at Saunders Springs Nature Preserve with solo, duo and team classes plus kids races. Proceeds benefit local trail stewardship and KyMBA programs, so you can race and give back.

Join the 6th Annual Honor and Remember Run at Cool Springs for trail 5K, 10K or virtual options. The 10K Ruck Run features moving honor sets to raise awareness for veteran suicide, with awards and refreshments to follow.

Run scenic loops at Lincoln State Park with marathon, 14K or 5K options through woods and gravel. Aid stations, marathon drop bags and eco friendly finisher mementos make this a welcoming trail event.