Trail Running calendar near Westville 2026-2027

A community run at Woodland Middle School in Gurnee on September 11, 2026, offering a 5K, 1 Mile, and a shirt only option. Proceeds support the Woodland PTA and confidential financial assistance for fees is available.

A remembrance event at the Lake County Fairgrounds Grandstand in Crown Pont, IN where participants climb 17 laps totaling 1,980 steps or join a 1 mile non timed walk. The event includes hero wristbands, limited finisher medals, and supports..

A timed urban ultra at Horner Park offering 3, 6, and 12 hour options on a short paved loop. Hourly playful challenges, a single aid station, and two- or four-person relay options add variety.

A community fundraiser in Geneva with a 2.5 mile Lightning Run, a 1 mile kids race, and a Mini Road Race Rally for ages 3 to 8. Proceeds support the Geneva Park District Scholarship Fund.

A one-day trail running festival at Goodenow Grove Nature Preserve in Beecher, IL offering 5K, 10K, 10K RUCK, 20K, 30K and 50K on looped trail courses. The event is cupless with aid stations and provides race shirts, medals, and awards.

An obstacle course race at Indiana Dunes National Park on September 13, 2026, featuring 10k, 5K and a K9 3.1-mile event. The course uses varied landscapes to reflect terrains associated with military service.

A loop-based running event at Limestone Park offering 8 hour and 4 hour races on a 1.65 mile course with mixed crushed limestone and asphalt terrain. Scoring is by completed loops and proceeds support local organizations.

Experience the Bloomingdale Trail Run in Chicago featuring a timed 5K and short dashes for youth. This annual event offers a variety of distances on an urban trail for a family friendly day of running.

Timed 6 and 12 hour events on a 2 mile lakefront loop in Evanston with two aid stations, public water fountains, nearby parking, and a nonalcoholic finish beverage and finisher award.

A 30 minute run or walk up Mt. Hoy at Blackwell Forest Preserve on September 26, 2026. Entry fees support Bridge Communities to house a family for two years while they work toward self sufficiency.

A multi distance trail event at Tryon Farm in Michigan City on October 3, 2026. Runners complete laps of a 4 mile loop over grassy fields, single track trails and short paved sections, with proceeds benefiting the Tryon Farm Institute.

A community trail event in Valparaiso with a single-loop 5K and a two-loop 30K team relay hosted by local firefighters, featuring chip timing, aid stations, and team results.

The Lockport Fire Foundation presents the second annual Fire Zone 5k, a community 5k run and walk on a marked loop of the Forest Preserve trail starting at Hassert Park. Registered participants present on race day receive a t shirt and fini..

Experience an ultra running tradition in Albion Indiana through the IGNITE Trail Series. Choose between 50, 100, or 150 mile distances on a 25 mile loop course with pacer options for the longer distances.

A community 5K in Flossmoor with a parallel virtual 5K that raises funds and collects goods to support local families experiencing hidden homelessness and provide school supplies for homeless children.

Multiple endurance trail distances on a flat, crushed gravel section of the Des Plaines River Trail, starting and finishing at Half Day Forest Preserve in Lake County, Illinois. The marathon is a Boston Qualifier and the event runs each Oct..

Trail races at Lawless Park in Vandalia, Michigan on an all trail course through forest, streams and lakes. Distances include a half marathon, 10K, 5K and a 1K kids run with chip timing and on course aid.

St. Pats 24 Hour Race in South Bend on Oct 17, 2026 offers 24, 12 and 6 hour trail races on St. Patrick's County Park loops. The course is mostly dirt and grass with short paved crossings and a 0.25 mile out and back option.

A trail ultramarathon at Red Gate Woods near Chicago offering 25K and 50K on a clockwise single track loop of about 5.5 miles, with staffed aid stations, course maps, and no pacers allowed.

Howloween 5K in Schaumburg is a chip timed 5K run or walk at Busse Woods that supports animal shelters. Pets may join without registration and a virtual participation option is available.