Trail Running calendar near Evansville 2025-2026

Join the Black Annie Trail Race at Scales Lake Trails in Boonville on Nov 16, 2025. Choose 5K, 10K or 15K by completing one to three laps of a scenic 3.35 mile loop. Finishers receive a medal and official timing.

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.

Run the Great American Trail Race in Grand Rivers, Kentucky along Kentucky Lake with 23 km, marathon, 60 km and 50 mile options. Mostly single track Canal Loop offers rolling hills and sweeping lake views across looped courses.

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.

Run the scenic trails of Camp Ondessonk in Ozark Illinois with 5K and 10K options perfect for all abilities. Expect forest singletrack, friendly vibes and event shirts for early registrants.

Join the 6th Annual Honor and Remember Run at Cool Springs in Velpen IN to salute veterans, first responders and 9/11 heroes. Choose 5K, 10K trail with a Ruck option or virtual entry and enjoy awards, refreshments and timed results.

Tackle Shawnee Hills Trail Races at Camp Ondessonk in Ozark IL on Aug 22 and 23 2026. Choose from 100 mile to half marathon on hilly single track with creek crossings, night options and full aid.

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.

Challenge yourself at the Arrowhead Endurance Run in Johnston City, Illinois on Oct 10 and 11, 2026, with race options from 3 hours up to 24 hours including relays and a night 12 hour. Set on a scenic 2.07 mile loop around Arrowhead Lake wi..