Trail Running calendar near New Berlin 2026-2027

A trail running event on June 20, 2026, near Rice Lake in Whitewater, Wisconsin, using an out and back section of the Ice Age Trail. Routes range from 10K to 50K and include varied footing from smooth to technical.

Push your limits at the Dawn to Dusk Endurance Run in Valders, Wisconsin, a timed trail event offering 6 to 24 hour formats on a scenic 4.5 mile lakeside loop. Live tracking and on site cabins make it an ideal weekend of endurance and camar..

Trail 5K and a children's 1/4 mile at Kishwauketoe Nature Center in Williams Bay. The grass trail course passes through hills, woods and prairie, includes a water stop, parking across the street, and awards for top finishers.

A prairie trail run and walk at Lapham Peak State Forest in Delafield supporting prairie management. The event features grass hiking and mountain bike trails, shirts for the first 100 participants, awards for run winners, and on-site regist..

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.

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 loop format 40 or 50 mile trail event at Deer Grove East Forest Preserve on August 8, 2026. Aid station, crew access, and personal staging areas support runners over rolling woodland trails.

Loop-based trail event at Deer Grove East Forest Preserve in Palatine IL offering distances from 5K up to 50K. Each lap returns to a central start area with a fully stocked aid station amid prairie, wetlands, and woods.

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.

Thanks Sandy is a 9 mile trail run at Kohler-Andrae State Park in Sheboygan, WI. The course combines beach, boardwalk and inland trails, includes one aid station and postrun snacks with a selection of dietary options.

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.

A loop based endurance event at Busse Woods near Chicago that uses a clearly marked 3.1 mile loop over crushed limestone and gravel trails. Distances range from 5K to 50K and every completed loop counts.

Continuous 3.1 mile loop at Busse Woods near Elk Grove, IL offering 40 and 50 mile options with a fully stocked aid station every lap and a 12 hour cutoff. Runs alongside The Next Loop series but is scored separately.

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, IL features a 1-mile fun run plus 4- and 7-mile races at Prairie Park, crossing the Union Pacific West rail line, with proceeds supporting the Elburn Parks Commission.

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 on August 29, 2026 at Richardson Adventure Farm features 5K and 15K obstacle runs, an 8-hour Infinity lap format, Mudder Village festival amenities, and finisher medals, shirts, headbands and drinks.