Trail Running calendar near Lincolnshire 2026-2027

The Foot Pursuit Trail Race is a 3.1-mile run and walk through the wooded, rolling hills of Sunset Hill County Park. It features a unique team challenge for police, fire, and criminal justice personnel. All participants can enjoy post-race..

Event Overview The Tombstone Trail Run takes place on March 14, 2026 at Sunset Hill Farm County Park in Valparaiso, Indiana. The event offers three trail running distances: a 30k, a 50k, and a new 50-mile distance added for 2026. Course &am..

Experience the rugged beauty of the historic Lemont Quarries at this early season trail event. Choose between a half or quarter marathon over technical terrain featuring woods, mud, and scenic single track trails.

Zip Thaw is a spring canicross event on the scenic, wooded trails of Lake Geneva Ziplines and Adventures. Choose a 4 or 8 mile course to run with your dog using approved harness gear. Enjoy post run refreshments indoors and receive a finish..

Challenge yourself on the scenic, non-flat trails of Soldiers Memorial Park in LaPorte. Choose between a winding 10K loop or a two-lap Half Marathon, with festivities at the finish. The event supports youth runners and offers financial aid..

Event Overview Tour de Trails is a series of four winter trail runs held on Saturdays from December 2025 to March 2026. Each race is held at a different forest preserve or park in the Rockford, Illinois area. Participants can register for i..

The Fox Valley Winter Challenge Trail Series concludes with a 10K trail race at Hickory Knolls Discovery Center. Runners tackle a mixed terrain course with potential winter conditions. Finishers earn a medal and swag, with special gear for..

Experience a historic Waukesha tradition featuring a flat and scenic course through local parks and paved trails. With distances ranging from a kid friendly 1K to a full marathon, this event supports the local park system.

Run for six hours on a 1.7-mile trail loop at Luhr County Park. See how many laps you can complete before time runs out. This timed event is organized by the inclusive Crazy Legs Race Series.

Hit the trails for Chauncey's 4 at The Farm, a 4-mile stampede through the historic St James Farm. It's the kick-off event for the 2026 trail running series. Runners can tackle the rolling limestone and wooded paths for a chance at awards a..

Celebrate Earth Day on the trails at Veteran Acres park. Choose from a 50K, 15-mile, or 5-mile loop on scenic single-track. The event focuses on being landfill-free and offers awards for top finishers.

Run a USATF certified 10K through the scenic Morton Arboretum. Celebrate at a post race party with live music and refreshments. A fundraising option supports the arboretum's mission.

A whimsical trail run in Deer Grove Forest Preserve featuring four distances on a wide, non-technical looped course. The event, organized by CUSS Running, includes inclusive community initiatives. One aid station at the start/finish support..

Run or walk to support Anderson Humane at their largest fundraiser. Choose a timed 5K run or bring your dog for a 1.5-mile walk along the Batavia Riverwalk. The event includes awards, a lure course, and activities for animal lovers.

Run a flat, out-and-back course on the historic Great Western Trail. Choose from a half-marathon or 10K distance. Your registration supports local mental health charities.

Experience the largest undeveloped nature preserve in Cook County with a marathon or 10 mile trail race. Enjoy wide horse trails and frequent aid stations through the scenic Sag Valley Trail system.

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..

Join the free Dirt Circus community running festival in Crystal Lake on May 30, 2026. Choose between a 4.3-mile or 6.8-mile social group run, then enjoy a festival with food, an expo of local brands, and a raffle. Meet race directors and co..