Trail Running calendar near Libertyville 2026-2027

Event Overview The Wisconsin Trail Series is a trail running and walking event series held from April to October in 2026. It consists of seven individual races held monthly, culminating in a series finale. The events take place in Oconomowo..

The Conservation Chase is a trail running event at Lapham Peak State Park supporting local conservation. Choose from distances including a half marathon, 10K, 5K, and ruck or walk options. It's a cupless race with proceeds benefiting the Ta..

Trail Run Xtreme in Portage, IN on May 17, 2026 features a wooded single-track 12K and a 3K kids race with roots, mud, and possible water crossings. Post-race shirts, a meal, and age group awards are provided.

This 5-mile trail run honors Jennie Hamilton at Stoney Run County Park on Memorial Day. The course features natural trails with a possible pond crossing and offers a relaxed, inclusive atmosphere. Every runner gets a water bottle, with post..

Dirt Circus brings the trail running community together for a free festival in Crystal Lake. Enjoy a choice of group run distances, a vendor expo, food, and a raffle with prizes. Connect with local race directors and brands at this cupless,..

Run or walk a 5K on the Rock Run Greenway Trail in Joliet to support the Pat Clark Cancer Foundation. All proceeds go directly to helping local cancer patients and their families. Registration includes a T-shirt and finisher medal.

Hickory Knolls Trail Run The event is the sixth annual Hickory Knolls Trail Run & Relay. It takes place at the Hickory Knolls Nature Area within James O. Breen Community Park in St. Charles, Illinois. The event is the second installment..

A multi-distance trail event near LaGrange, Wisconsin on June 13–14, 2026, featuring 100% trail courses and a lottery entry system. Distances range from 50K to 100 miles and the 100 mile finish in 30 hours qualifies for Western States.

Event Overview The Wisconsin Trail Series is a trail running and walking event series held from April to October in 2026. It consists of seven individual races held monthly, culminating in a series finale. The events take place in Oconomowo..

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

This community 5K run/walk supports homeless school children in the Chicago suburbs. Participants follow a paved trail at the Vollmer Road Grove Forest Preserve. The event includes a virtual option and aims to raise funds for essential scho..

A trail running event in Valparaiso that uses golf-style scoring across repeated three to four mile "holes". Options include 50K and 10M distances plus relays, with scores based on finishing windows and lowest cumulative strokes.

Celebrating its 45th year, the YMCA Brickyard Run features a 5 Mile Gold Cup race, a 5K for younger runners, and a new 2K Family Fun Run/Walk. The event is known for its unique brick awards and supports a local YMCA scholarship fund.

Event Overview The Wisconsin Trail Series is a trail running and walking event series held from April to October in 2026. It consists of seven individual races held monthly, culminating in a series finale. The events take place in Oconomowo..

A cross-country event in Williams Bay featuring a 5K run/walk and a children's quarter mile walk/run. The course follows grass trails through hills, woods and prairie, with parking and restrooms provided.

Trail runs at Twin Creeks Farm in Valparaiso feature tree covered single track, switchbacks, bridge crossings and farmland views. Races include 18 mile, 9 mile and 4 mile looped courses with finisher awards and youth pricing.

Event Overview The Wisconsin Trail Series is a trail running and walking event series held from April to October in 2026. It consists of seven individual races held monthly, culminating in a series finale. The events take place in Oconomowo..

Explore advanced trails at Kettle Moraine State Forest during this 10K run/walk. The cup-less event includes water stations and supports a charity. It's a scenic adventure organized for community and connection.

Run the Rails offers a unique 1, 4, or 7-mile run starting from Prairie Park in Elburn. The courses cross a rail line bridge, providing views of the surrounding countryside. This community event supports the Elburn Parks Commission.

The Summer Trail Classic offers three distances on the single-track trails of Paul Douglas Forest Preserve. It's the third race in a yearly trail series, with proceeds supporting local trail maintenance. Participants receive a running vest..