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Trail Running Calendar near Cherry Valley 2025-2026

Explore the top trail runs near Cherry Valley for 2025-2026! We've gathered 20 exciting races in the area. Check out our detailed list below to find your next local race.

August 2025
Aug
23-24
Sa - Su

Tough Mudder - Chicago

Obstacle Run 5 km 15 km
Aug
29-30
Fr - Sa

Warrior Foundation Events Fundraiser for Childhood Cancer

5 km
Aug
30
Saturday

Pecatonica Labor Day 5K

5 km
September 2025
Sep
12-14
Fr - Su

Hobo Trail Runs

Trail Run 10 km 25 km ... 60 km 85 km
Sep
13
Saturday

The Superhero Sprint 5K Run

5 km
Sep
13
Saturday

Fontana Triathlon

Triathlon
Sep
14
Sunday

Tyler 'Smitty' Smith 5K

5 km
Sep
19
Friday

Glow in the Garden 5k

5 km
Sep
20
Saturday

Tiger 10 Miler

Trail Run 10 mi
Sep
27
Saturday

Stone Bridge Half Marathon

5 km 13 mi
Sep
28
Sunday

DeKalb Corn Classic

5 km 10 km
October 2025
Oct
4
Saturday

Fall Trail Classic - Marengo, IL

Trail Run 4 mi 7 mi
Oct
5
Sunday

Trail Mix Off-Road Duathlon

Cross Duathlon
Oct
11
Saturday

Nik's Home Run 7K

7 km
Oct
19
Sunday

Care4 Breast Cancer 5K

5 km
Oct
26
Sunday

Sycamore Pumpkin 10k Run

10 km
March 2026
Mar
28
Saturday

Footsteps for Families 5k

5 km
May 2026
May
23
Saturday

Frontline OCR

Obstacle Run 5 km 10 km
June 2026
Jun
5-7
Fr - Su

Harvard Milk Days

Jun
21
Sunday

Ironman 70.3 Rockford Illinois

Triathlon
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