Trail Running calendar near Williams Bay 2026-2027

MSRC XC 5k Classic is a cross country race at Verona Area High School on July 12, 2026. It includes a 5k and a 1.6 mile kids race, team scoring for teams of five runners, and awards across multiple age and team categories.

An overnight loop endurance event at Lowell Park in Dixon, IL where participants repeat a .411 mile paved loop for 6, 12, or 24 hours. Solo and three person relay options are available and the event is self supported.

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.

Night trail races in Dixon Illinois on an approximate 5 mile loop with solo distances and a three person relay, single aid station, post race snack, and on site tees for all participants.

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.

Trail races at New Glarus Woods State Park on August 15, 2026 include 16K, 8K, 5K and a free 1K kids run. Proceeds benefit Friends of New Glarus Woods State Park and awards include age-group prizes plus a 16K consistency award.

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.

Loop format trail event at Busse Woods in Ned Brown Forest Preserve on August 15, 2026. Runners complete 3.1 mile loops on crushed limestone and packed gravel with a centralized aid station and distances from 5K to 50K.

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.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

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.

A technical trail event at Franklin Creek State Natural Area offering 5K and 10K courses with multiple creek crossings and forested, hilly terrain. Proceeds benefit the Franklin Creek Conservation Association.

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 5K and 10K trail run through 170 acres of restored prairie and oak savanna in Verona, Wisconsin. Proceeds support Prairie Moraine Friends and amenities include restrooms, aid stations, refreshments, and a takeaway gift.

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.