Upcoming Races Near Woodstock, IL - Matching: Trail Races

Name: Wisconsin Pickle Run
Start: 2026-05-17
End: 2026-05-17
Location: Wales

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Hobo Trail Runs 10k-25k-50k

Rockford, IL

Friday, September 12th, 2025

Ultra

10K

Trail

View details for race Hobo Trail Runs 10k-25k-50k

DoLittle Marathon

Waukesha, WI

Saturday, September 13th, 2025

Marathon

Half

10K

Trail

Fast

View details for race DoLittle Marathon

Tiger 10 Miler- 8th Annual Trail Race Presente...

Byron, IL

Saturday, September 20th, 2025

10 Miles

Trail

View details for race Tiger 10 Miler- 8th Annual Trail Race Presented by Byron Bank

Procrastination Run

Waukesha, WI

Saturday, September 20th, 2025

Half

10K

Trail

View details for race Procrastination Run

Fall Color Festival

Whitewater, WI

Saturday, September 27th, 2025

Ultra

Half

1 Mile

Trail

View details for race Fall Color Festival

District 112 FUNd Run and Family Walk

Highland Park, IL

Saturday, September 27th, 2025

1 Mile

Trail

View details for race District 112 FUNd Run and Family Walk

Stone Bridge Half Marathon and 5k

Roscoe, IL

Saturday, September 27th, 2025

Half

Trail

Fast

View details for race Stone Bridge Half Marathon and 5k

Sweet Ride | Bike • Run • Walk

Willow Springs, IL

Saturday, October 4th, 2025

Trail

View details for race Sweet Ride | Bike • Run • Walk

Fall Trail Classic 2.0

Marengo, IL

Saturday, October 4th, 2025

1 Mile

Trail

View details for race Fall Trail Classic 2.0

Farmer Ken's Pumpkin Dash 5K

Franksville, WI

Sunday, October 5th, 2025

Trail

View details for race Farmer Ken's Pumpkin Dash 5K

Larry St. Onge Memorial Run to Benefit Others

Wheaton, IL

Saturday, October 11th, 2025

10K

Trail

View details for race Larry St. Onge Memorial Run to Benefit Others

Over The Vines Vinyard Crawl and Wine Tasting

Edgerton, WI

Saturday, October 18th, 2025

Trail

View details for race Over The Vines Vinyard Crawl and Wine Tasting

JAIMIE COX MEMORIAL RUN

Roscoe, IL

Saturday, October 18th, 2025

Trail

View details for race JAIMIE COX MEMORIAL RUN

22nd Annual This Run's For Jack 2025

Glen Ellyn, IL

Sunday, October 19th, 2025

Trail

View details for race 22nd Annual This Run's For Jack 2025

Among the Trees

Dousman, WI

Saturday, October 25th, 2025

Ultra

Trail

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Bristol Woods Trail Run

Bristol, WI

Saturday, November 1st, 2025

Trail

View details for race Bristol Woods Trail Run

Fast Track Cross Country Presented by Xtra Mile...

Schaumburg, IL

Sunday, November 9th, 2025

Trail

Fast

View details for race Fast Track Cross Country Presented by Xtra Mile Running

The Forge Trail Run Festival

Lemont, IL

Saturday, November 15th, 2025

10K

Half

Trail

View details for race The Forge Trail Run Festival

Abominable Trail Race

Lake Geneva, WI

Saturday, November 15th, 2025

15K

Ultra

Trail

View details for race Abominable Trail Race

Winnetka Turkey Trot 2025

Winnetka, IL

Thursday, November 27th, 2025

Trail

Fast

View details for race Winnetka Turkey Trot 2025

Abominable Snow Race

Lake Geneva, WI

Saturday, January 31st, 2026

10K

Trail

View details for race Abominable Snow Race

Muddy Shamrock @ The Forge

Lemont, IL

Saturday, March 14th, 2026

Half

10K

Trail

View details for race Muddy Shamrock @ The Forge

First Call 5K, 10K, & 1/2 Marathon

Waukesha, WI

Sunday, March 22nd, 2026

10K

Half

Trail

Fast

View details for race First Call 5K, 10K, & 1/2 Marathon

Trailbreaker

Waukesha, WI

Sunday, March 29th, 2026

Marathon

Half

10K

Trail

View details for race Trailbreaker

Wisconsin Pickle Run

Wales, WI

Sunday, May 17th, 2026

Trail

View details for race Wisconsin Pickle Run

Explore more in Woodstock, IL

Distances:

5K 10K Half Marathon Marathon

Months:

August September October

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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