Trail Running calendar near Matteson 2026-2027

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 an adventurous trail race through the historic Lemont Quarries. Run across wooded single track trails and gravel paths featuring natural terrain and seasonal mud for a true outdoor challenge.

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..

Conclude the winter series with a 10K trail race at the Hickory Knolls Discovery Center. Navigate dirt paths and limestone trails to earn your finisher medal and final pieces of the challenge series gear.

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 through the scenic rolling trails of the Morton Arboretum on a USATF certified 10K course. Enjoy a lively post race party with live music and refreshments while supporting vital tree conservation and research.

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.

Join this trail event at Potato Creek State Park offering a 10k loop course for multiple distances including a 50k and marathon. Enjoy chip timed races and clearly marked trails in a relaxed park setting.

Experience the Three Ravines Course at Wolf Road Woods with distance options of 3.1 or 5.4 miles. This family friendly trail event features a mix of single track terrain and a post race celebration with craft brews.

Test your discipline in this 6 hour trail challenge where you must complete a 5K every hour to stay in the race. Earn unique patches and medals while navigating the natural terrain of Deer Grove East.

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 on these wide horsetrail courses. Choose between a full marathon or a 10 mile run featuring significant elevation gains and a supportive two way traffic layout.

Experience the beauty of spring at Bristol Woods County Park with a hilly trail run or hike. Support environmental education while enjoying peak wildflower season on scenic dirt paths in Wisconsin.

Navigate the single track routes and wooded hills of the Outback Trail at Imagination Glen. This event features a 12K race and a 3K kids run through shaded terrain with mud and water crossings.

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..

This 5K run/walk takes place on the Rock Run Greenway Trail in Joliet, starting and ending at Cemeno's Pizza. All proceeds support local cancer patients through the Pat Clark Cancer Foundation. Registration includes a T-shirt and finisher m..