Trail Running calendar near Bristol 2026-2027

A 10K walk/run on August 1, 2026, through the Nordic Trail System in Kettle Moraine State Forest with water refill stations, trail snacks, a cup-less policy, and donations supporting The Salvation Army.

A community cross country event in Mount Prospect offering 1, 2 and 3 mile races. Entry is $25 and proceeds benefit the Little Giraffe Foundation.

A Scottish Highlander themed obstacle race in Pingree Grove, Illinois featuring 3K family, 5K and 15K heats with 20 to 30 obstacles, plus a torch lit night race and a haunted 5K. Spectator fee on-site is $10 and parking is free.

A community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West Cross Country Team.

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

A loop-based trail event at Busse Woods where runners complete hourly 5K loops; each loop is timed and combined for official results, and participants decide whether to continue after each loop.

A loop trail ultramarathon at Busse Woods in Elk Grove Village Illinois on August 15 2026. It offers 40 mile and 50 mile options, with registration closing August 14 2026.

Run the Rails in Elburn, Illinois on August 22, 2026 features a 1-mile fun run plus 4- and 7-mile courses that start and finish at Prairie Park. The routes cross the Union Pacific West rail line and benefit the Elburn Parks Commission.

Trail race at Paul Douglas Forest Preserve on August 23, 2026 offering approximate 4, 9.5 and 13 mile courses. Part of the Dick Pond Athletics Darn Tough Trail Race Series with proceeds benefiting Chicago Area Mountain Bikers.

Tough Mudder Chicago at Richardson Adventure Farm on August 29 2026 offers 5K and 15K obstacle runs plus an 8 hour Infinity format, a Mudder Village with food and music, and finisher medals shirts and drinks.

Timed ultrarunning at Lapham Peak State Park with 24, 12 and 6 hour options plus a distance division for marathon and longer targets. One mile loop, chip timing, an aid station, and a cupless refill policy.

A USATF-certified half marathon and 10K through Danada Forest Preserve on crushed limestone trails, finishing near the horse track. Both distances award finisher medals, with chip timing, pacers, shuttle parking, and on-course water station..

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.

Timed ultrarunning at Horner Park with 3, 6, and 12 hour options, looped laps, hourly playful challenges, relay team choices, and an aid station at the start finish.

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.

An alternating last person standing format between Belleville Community Park and Dot's Tavern, with each leg covering 4.2 miles and runners alternating until one remains. Separate 24 and 48 hour races offer distance buckles and finishers aw..

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.

A 136 mile trail event in Whitewater, WI following the Ice Age State Trail across varied terrain with nine supported aid stations and about 11,148 ft of ascent. The course allows 55 hours for completion.

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 12- and 6-hour races on a scenic 2 mile loop along Evanston's lakefront and the Northwestern campus. The event includes two aid stations, public water fountains, and handmade finisher awards.