Trail Running calendar near St. Charles 2026-2027

This 5K run/walk raises funds for local cancer patients through the Pat Clark Cancer Foundation. The course follows the Rock Run Greenway Trail, starting and ending at Cemeno's Pizza. Registration is limited to 175 participants and includes..

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..

Experience one of the oldest 100 mile races in the US on the scenic Ice Age Trail. This all-trail event offers distances from 38 miles to a 100 mile Western States qualifier in the heart of Wisconsin.

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.

Join this community run and walk at Vollmer Road Grove Forest Preserve to support homeless school children. Participate in person on the paved 5K trail or join virtually to help provide essential school supplies for families in need.

The Trail Golf Endurance Challenge reinvents trail running with a golf-inspired scoring system. Runners tackle 3-4 mile "Holes" on the hour, aiming for the lowest stroke score over a 50K or 10-mile course. It's a unique test of pacing and s..

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.

Experience the natural beauty of Wolf Road Woods with 3, 6, or 9 mile trail runs on a scenic loop course. Enjoy a relaxed atmosphere featuring off road terrain and post race celebrations in the heart of the Palos Trail System.

This cross country run on July 4th in Williams Bay offers a 5K on grass trails through the Kishwauketoe Nature Conservancy. A kids' quarter-mile event is also available. Registration is online only, with awards for top age-group finishers.

A summer trail running event on the scenic Creekside Trails in Indiana. Choose from 4, 9, or 18-mile distances on a course with single-track, bridges, and rolling terrain. The race features inclusive policies and support for youth and under..

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.

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..

Experience a technical trail race through the bluffs and forests of Franklin Creek State Natural Area. Choose between 5K and 10K distances featuring multiple creek crossings and significant elevation gains.

Experience a flat and fast USATF certified course through the scenic crushed limestone trails of Danada Forest Preserve. Choose between a half marathon or 10k and enjoy a unique finish around a historic grass horse track.

Course and Terrain The Echo 136 is a 136-mile ultramarathon that uses the Ice Age State Trail. The course travels north from the Southern Unit of the Kettle Moraine State Forest near Whitewater, Wisconsin. The terrain includes wide groomed..

Event Details The Hindsight Ultra Trail Runs take place in Dixon, Illinois. The event offers four distances: a 100 Miler, a 100k, a 50k, and a 25K. The course consists of loops starting behind the Dixon Park District Facility. Each loop is..

The Bloomingdale Trail 5K is an annual family-friendly running event in Chicago. It features a timed 5K race alongside shorter dashes for young runners. Registration is available for all three distances.

Explore a multi-loop trail course at Tryon Farm in Michigan City. The 50k runs on a 4-mile loop featuring fields, dirt trails, and minimal pavement. Proceeds support the Tryon Farm Institute.

A point to point, all trail ultramarathon along the Hennepin Canal State Trail in northwest Illinois. Multiple distances from 50K to 100 miles, with aid stations every 3 to 7 miles and a 30 hour cutoff for Western States qualification.