Trail Running calendar near Delafield 2025-2026

We have found 39 Trailruns within 80 miles of Delafield. See below where and when you can find the races.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Run scenic flat trails along the Badger State and Sugar River in Belleville WI at the Sugar Badger 50 Miler, 50K and Half Marathon on May 23, 2026. Enjoy generous cutoffs, stocked aid stations, a quarter mile tunnel so bring a light, plus p..

June 2026

Challenge yourself on the scenic Kettle Moraine trails in LaGrange WI with distances from 38 miles to the full 100 miler and team relays. A largely Ice Age Trail course and Western States qualifying time make this a classic ultrarun.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Experience trail running along the scenic Ice Age Trail near Whitewater, Wisconsin, with 50K, half marathon and 10K options. Rolling hills, varied footing and lakeside views make this a rewarding challenge for trail lovers.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

July 2026

Experience the ice age terrain of Devil's Lake at Dances with Dirt, with distances from 10K to 50 miles for every trail runner. Enjoy marked courses with aid, a famously dramatic aid station, finisher medals, and post race food and a brew.

Take on the Cliff Runner 10K on July 19, 2026 at High Cliff State Park, a rugged singletrack course with rocks, roots and steep climbs. Registration includes a Cliff Runner tee and finisher medal, with proceeds to Purdy Nature Preserve.

August 2026

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Thanks Sandy is a 9 mile trail run through Kohler Andrae State Park, blending beach stretches, pine and prairie trails with a memorable cordwalk. Presented by TYDISH Running, this second annual event serves coastal views, varied terrain, an..

Push your limits at Run The Hawk Trail Run in Middleton, WI, a timed challenge at Blackhawk Ski Club. Solo or team multi hour races and a fun run on a rugged loop with steep climbs, pines, a spring pool and a ski jump backdrop.

September 2026

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Run scenic single track and rolling prairies at Twisted Roots on Sunday, September 20, 2026 at High Cliff State Park, WI, with marathon and half marathon distances. Expect technical trails, lake views, friendly aid stations and a post race..

Echo 136 is a 136 mile trail ultra through the scenic Southern Unit of Kettle Moraine State Forest near Whitewater, Wisconsin, following the Ice Age State Trail. Runners have 55 hours to tackle varied terrain with stocked aid stations along..

October 2026

Join the Fall into Fall Trail 5k in Janesville on October 3 for a scenic run or walk along tree lined dirt trails. Stick around for the Fall Into Fall Heritage celebration with live music, food trucks and tastings.

Join the Haunted Highlander 5k trail run for a spooky run, walk or ruck through haunted sets with actors and animatronics. Multiple heats plus a costume contest, bonfire and live music make it a festive night.

Enjoy a scenic fall run, walk and roll through 125 acres of wooded trails, meadows and ponds. Choose a half marathon, 5K, 5K ruck or family one mile loop and support Zachariah's Acres for children with special needs.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Join the Jaimie Cox Memorial Run in Roscoe IL on October 17, 2026 for a family friendly 5K or 2 mile walk along the scenic Stone Bridge Trail. Run for a cause as proceeds support the Jaimie Cox Memorial Scholarship.