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Trail Running Calendar near Monticello 2026-2027

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Explore the top trail runs near Monticello 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
12
Sa

Sand Creek Trail Run

Trail Run 4 mi 8 mi
Experience fast rolling terrain at the Sand Creek Trail Run in Decatur. Choose between 4.4 and 7.6 mile distances to support the Special Operations Warrior Foundation through the scenic Macon County Conservation District.
Sep
19
Sa

Operation Obstacle

Obstacle Run Walk 2 mi
Timed 2-mile obstacle course at Richland Community College raising funds and awareness for veteran suicide prevention, with 20-25 obstacles and volunteer opportunities.
October 2026
Oct
25
Su

Allerton Park Trail Run

Trail Run Walk 6 mi
A fall event at Allerton Park featuring a 5.7 mile trail run, a 2 mile nature walk, and a virtual 5.7 mile option. The riverside course has roots, ruts, and sharp turns, with awards, costume prizes, and park donations.
November 2026
Nov
1
Su

Rattlesnake Master Run for the Prairie

Trail Run Walk 5 km 10 km
A community race around Meadowbrook Park in Urbana offering 5K and 10K runs, a 5K walk, and virtual options to benefit Grand Prairie Friends, with medals, optional shirts, music, and packet pickup.
March 2027
Mar
27
Sa

Clinton Lake Ultra

Trail Run 10 mi 30 mi
Trail races at Clinton Lake State Recreation Area with a three-loop 30-mile option and a 10-mile course, two aid stations per loop, no chip timing, and a volunteer requirement.
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