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Trail Running Calendar near Simpsonville 2026-2027

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Explore the top trail runs near Simpsonville for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A 5 mile trail and paved course at Wendell Moore Park with a 3 mile walker option, age group awards, t shirts for early registrants, and door prizes.
A 5K and Half Marathon at Active Heroes Retreat in Shepherdsville, KY on wooded trails and gravel roads supporting military members and veterans.
Trail half marathon at Jefferson Memorial Forest in Louisville with steep climbs, aid stations at miles 2 5 8 and 11, and an out-and-back route on the Siltstone Trail.
Trail races at Harrods Creek Park in Prospect KY offering 5K one lap and 10K two laps with proceeds supporting park upkeep.
A last person standing Backyard Ultra in Bloomfield, Kentucky where runners repeat a 4.167 mile town loop each hour until one runner remains.
December 2026
A two day event at Camp Crooked Creek in Shepherdsville KY offering a 5K trail around John Barr Lake with a $15 registration fee and packet pickup.
Trail races at Waverly Park offering a roughly 6 to 6.5 mile loop and a half marathon, with on-site packet pick-up, an aid station, and a virtual option.
January 2027
Trail running event in Simpsonville KY with a 4 mile loop and an 8 mile double-loop across grass, singletrack, cedar rows and creek crossings.
Nine mile trail race at Jefferson Memorial Forest near Horine, part of the Winter Warrior Series; cupless event with an aid station, finisher coin, and optional shirt.
February 2027
A trail running event in Fairdale KY on February 6, 2027 offering 50K, 15 Miler and 6 Miler on single-track forest trails with post-race soup and wooden medals.
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