Trail Running calendar near Glendale 2026-2027

A 3.62-mile all-grass cross-country race at Lovelace Park in Evanston with individual and team entries, tiered entry fees by registration period, a performance shirt with entry, and a post-race awards gathering with food.

Timed 24 hour, 12 hour and 6 hour runs take place at Lapham Peak State Park on September 5 and 6, 2026, on a one mile loop with night lighting and chip timing. The event includes a cupless aid station and a Distance division.

Trail marathon and half marathon at High Cliff State Park with singletrack, prairie sections, and views of Lake Winnebago and the Niagara Escarpment.

Echo 136 in Whitewater, WI is a 136 mile trail ultramarathon on the Ice Age State Trail with a 55 hour cutoff and 10 aid stations. The event lists about 11,148 ft of ascent and is organized by TYDISH Running.

A multi-distance run and walk at Moraine Hills State Park on September 26, 2026 offering 5K, 10K and half marathon options plus a virtual period in September to support Friends of Moraine Hills State Park.

A timed 12 hour and 6 hour loop race along the Evanston lakefront with two aid stations, public facilities, handcrafted finisher awards and a finisher beverage from Sketchbook Brewery. Packet pickup is available in Evanston.

Emmy's Rustic Run is a Fort Atkinson trail run and family fun day raising funds for the A-T Children's Project, featuring a 5k, a one mile walk, kids races and virtual participation.

Backyard Nonsense is a timed trail event at Richard Bong State Recreation Area on September 26, 2026, with 24 hour, 12 hour, 6 hour and 3 hour options including a Backyard 24 format on a 4.1 mile loop. Group campgrounds are reserved and a W..

Join this trail event at Minooka Park featuring half marathon 10K and 5K distances. Participants can choose between running walking and rucking on a scenic course with shaded trails and a notable hill challenge.

Trail events at Rock River Heritage County Park on October 3, 2026 include a timed 5K with chip timing and a guided 2.4 mile walk, plus a park celebration with music, food trucks, tastings, and raffles.

A fall trail event at Lapham Peak State Forest featuring timed 5K and 10K runs, accessible walk options, and a free 1K Smokey Bear run for children age 10 and under; participant shirts, awards, and post-event treats are included.

A community 5k and a 54 yard dash on October 4, 2026 in Glendale with an out-and-back course on the Oak Leaf Trail. Registration includes all-day entry to Milwaukee's Original Oktoberfest at Old Heidelberg Park.

Participate in a half marathon, 5K, or rucking event at Zachariah's Acres in Oconomowoc. Support nature based programs for children with special needs while exploring prairie trails and wildflowers.

Timed ultraruns in Southern Kettle Moraine Forest on Oct 10 to Oct 11, 2026. Solo runners or teams of up to four complete as many 3, 5, or 6 mile McMiller Trail loops as possible in 6, 12 or 20 hour formats.

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 runs and a 1-mile walk at Fox Hill Nature Preserve on 10/11/2026, held to support conservation in the Cedar Lakes region; varied distances include 5K, 10K, a 1-mile walk, and a Kiddos 1K.

A fall ultramarathon on the Ice Age Trail near Greenbush, Wisconsin offering 50 mile and 50K out and back courses. Aid stations are spaced four to eight miles and the event is cupless with reusable cups provided at check in.

Nature-based out-and-back event in Roscoe, IL offering a 5K run or 2 mile walk on mixed gravel and crushed limestone, starting at Roscoe Middle School and passing a water station twice.

Trail race in Crystal Lake through Veteran Acres and Sternes Woods with 5 and 10 mile options, packet pickup on Friday and race morning, cup-less course, and finishers' medals and shirts provided.

National Sweetest Day at Nashotah Park on October 17, 2026 offers running, walking, and ruck events from a kids 1K to a half marathon. Entry fees vary and several events include post race treats.