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Trail Running Calendar near Osawatomie 2026-2027

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Explore the top trail runs near Osawatomie for 2026-2027! We've gathered 5 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
26-27
Sa - Su

Midwest Endurance Ultrapalooza

Trail Run 5 km 10 km ... 100 km 100 mi
Ultrapalooza in Osawatomie KS offers distances from 5K to 100 Miler on the Flint Hills Trail with stocked aid stations, drop bag service and pacer rules.
Sep
26
Sa

KCCC Fall Series 5K

Trail Run 3 mi
A trail 5K at Kill Creek Park with separate youth and standard entries, packet pick-up in Shawnee and Olathe, and age-group awards for top finishers.
October 2026
Oct
17
Sa

Tour de Trail: Cedar Niles

Trail Run Walk 10 km
A roughly 10K trail race in Olathe on October 17 2026, organized by Team Sparkle with clock timing, cupless water aid, and a $50 entry that donates $5 to Urban Trail Co.
Oct
24
Sa

Kansas Rails-To-Trails Extravaganza

Trail Run Half Marathon Marathon ... 100 km 100 mi
A multi-distance trail event on the Prairie Spirit Trail in Ottawa, KS, with distances up to 100 miles, stocked aid stations, crew access and custom finish buckles.
November 2026
Nov
7
Sa

Miola Madness - Fall Edition

Trail Run 10 km
Timed runs and a new 10K at Miola Lake in Paola, KS on a roughly 6-mile crushed limestone loop with stocked aid stations.
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