Trail Running calendar near Williams Bay 2026-2027

A trail race at Paul Douglas Forest Preserve offering approximate 4, 9.5 and 13 mile courses. Part of the Dick Pond Athletics trail series and benefiting Chicago Area Mountain Bikers, with awards, a raffle, and on-course water stations.

Tough Mudder Chicago runs at Richardson Adventure Farm on August 29, 2026, with 5K, 15K and an Infinity multi lap format. The event features multiple obstacles, Mudder Village with food and music, finisher items, and spectator access.

A continuous loop trail race at Half Day Forest Preserve offering 3.1 mile laps for 40 or 50 mile distances, with a 12 hour cutoff and fully stocked aid at each lap. Crew access and personal staging areas are provided.

Loop based trail event at Half Day Forest Preserve where runners repeat a 3.1 mile loop, stop after any loop with no penalty, and receive official timing for each completed loop for combined results.

A technical trail event at Franklin Creek State Natural Area on September 5, 2026, offering 5K and 10K courses with multiple creek crossings and notable elevation. Proceeds benefit the Franklin Creek Conservation Association and awards are..

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.

Two USATF certified distances on crushed limestone trails through Danada Forest Preserve in Naperville, IL, with chip timing, finisher medals, shuttle parking, and a virtual option.

A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.

A three day trail event at Rock Cut State Park featuring a night 10 km plus 25 km and 50 km races, with single race entries and Triple Crown series options that award commemorative spike prizes to finishers.

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.

Alternating one hour legs of 4.2 miles between Belleville Community Park and Dot's Tavern form a last person standing race. The weekend also features 24 hour and 48 hour races on the same loop with distance buckles and prize pots.

Experience ten miles of hills and winding trails through the Byron Forest Preserve and Nardi Equine Prairie. This cup free race features cash prizes and a post race celebration with pizza at Hairy Cow Brewing Company.

Echo 136 in Whitewater, WI is a 136 mile ultramarathon on the Ice Age State Trail with a 55 hour cutoff and ten staffed aid stations. The course records about 11,148 ft gain and 10,961 ft loss.

A grassroots trail event in Dixon, IL on a roughly 7.85 mile loop offering distances from about 8 miles up to a 100 Miler, featuring singletrack, meadow and gravel sections, two aid locations, crew access and pacer allowances.

A community road and trail event at Moraine Hills State Park offering 5K, 10K and half marathon distances with in person and virtual options Sept 1 to 27, 2026. Proceeds support the Friends of Moraine Hills State Park.

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.

A timed 6 hour and 12 hour event on a 2 mile lakefront loop in Evanston that passes Northwestern University's campus. The race includes two aid stations, public fountains, handmade finisher awards, and a non alcoholic Hop Water for finisher..

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.

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 duration trail event at Richard Bong State Recreation Area on Sep 26, 2026. Options include 3, 6, 12 and 24 hour formats, with both a Backyard 24 loop and a continuous 24 hour Ultra available.