22 Upcoming Races Near Pleasant Prairie, WI - Matching: Trail Races

Most popular races in Wisconsin →

Sat, Nov 141 race

Abominable Trail Race logo

Abominable Trail Race

Lake Geneva, WI

5K
10K
15K
Trail
View details for race Abominable Trail Race

Thu, Nov 261 race

Winnetka  Turkey Trot 2026 logo

Winnetka Turkey Trot 2026

Winnetka, IL

5K
Trail
Fast
View details for race Winnetka Turkey Trot 2026
Never miss a race near youSave races and see the forecast in the free app.Get the app

Sat, Dec 121 race

The Universal Sole December Trail Challenge logo

The Universal Sole December Trail Challenge

Chicago, IL

Trail
View details for race The Universal Sole December Trail Challenge

Sat, Jan 16, 20271 race

Whitewalker Ultra 100k logo

Whitewalker Ultra 100k

Palmyra, WI

Ultra
10K
Trail
Fast
View details for race Whitewalker Ultra 100k

Organize a race? Add it free — over 100,000 runners use Find The Run every month.

Sat, Jan 30, 20271 race

Abominable Snow Race logo

Abominable Snow Race

Lake Geneva, WI

5K
10K
Trail
View details for race Abominable Snow Race

Sat, Feb 6, 20271 race

Frozen Tundra IPA 5K logo

Frozen Tundra IPA 5K

Lincolnshire, IL

5K
Trail
View details for race Frozen Tundra IPA 5K

Sat, Feb 27, 20271 race

ARKTOS logo

ARKTOS

Dousman, WI

Trail
View details for race ARKTOS

Sat, Mar 13, 20271 race

Mudhen 5k Trail Run at Big Marsh

Chicago, IL

5K
Trail
View details for race Mudhen 5k Trail Run at Big Marsh

Sun, Mar 14, 20271 race

Fox Valley Winter Challenge Trail Series 10K logo

Fox Valley Winter Challenge Trail Series 10K

St. Charles, IL

10K
Trail
View details for race Fox Valley Winter Challenge Trail Series 10K

Sat, Apr 3, 20271 race

Winnetka Bunny Hop Dash 5k 2027 logo

Winnetka Bunny Hop Dash 5k 2027

Winnetka, IL

5K
Trail
View details for race Winnetka Bunny Hop Dash 5k 2027

Sat, Apr 24, 20271 race

Golden Kettle Trail Series logo

Golden Kettle Trail Series

Eagle, WI

Trail
View details for race Golden Kettle Trail Series

Sun, Apr 25, 20271 race

Chicago Federation of Labor May Day 5K 2027 logo

Chicago Federation of Labor May Day 5K 2027

Chicago, IL

5K
Trail
View details for race Chicago Federation of Labor May Day 5K 2027

Sun, Jun 6, 20271 race

Elgin Valley Fox Trot logo

Elgin Valley Fox Trot

Elgin, IL

10 Miles
5K
Trail
View details for race Elgin Valley Fox Trot

Sat, Jul 10, 20271 race

McHenry Lakefront 5K & Kids Fun Run logo

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

5K
Trail
View details for race McHenry Lakefront 5K & Kids Fun Run

Sat, Aug 7, 20272 races

Highlander Assault Obstacle Race logo

Highlander Assault Obstacle Race

Pingree Grove, IL

Ultra
15K
5K
Trail
View details for race Highlander Assault Obstacle Race
26th Annual Hank Aaron State Trail 5K Run/Walk logo

26th Annual Hank Aaron State Trail 5K Run/Walk

Milwaukee, WI

5K
Trail
Fast
View details for race 26th Annual Hank Aaron State Trail 5K Run/Walk

Sat, Sep 25, 20271 race

Fall Color Festival logo

Fall Color Festival

Whitewater, WI

Ultra
Half
1 Mile
Trail
View details for race Fall Color Festival

Sun, Sep 26, 20271 race

Talk Pirate to Me 5K/10K/Half - Milwaukee logo

Talk Pirate to Me 5K/10K/Half - Milwaukee

Glendale, WI

5K
10K
Half
Trail
View details for race Talk Pirate to Me 5K/10K/Half - Milwaukee

Sat, Oct 9, 20271 race

UltraTrax Alpine Valley logo

UltraTrax Alpine Valley

Elkhorn, WI

1 Mile
Trail
View details for race UltraTrax Alpine Valley

Sun, Oct 24, 20272 races

Lake Michigan Half Marathon logo

Lake Michigan Half Marathon

Milwaukee, WI

Half
10K
5K
Trail
View details for race Lake Michigan Half Marathon
Haunted Halloween Half Marathon & 5km logo

Haunted Halloween Half Marathon & 5km

Chicago, IL

Half
5K
Trail
View details for race Haunted Halloween Half Marathon & 5km

Sat, Oct 30, 20271 race

Among the Trees logo

Among the Trees

Dousman, WI

Ultra
Trail
View details for race Among the Trees