Trail Running calendar near West Bend 2026-2027

Run the Whitewalker Ultra 100k in Palmyra WI on January 17 to 18 2026, a winter trail challenge of two 50k loops from Emma Carlin campground across the Ice Age and Scuppernong trails. Limited spots remain so register by January 16.

On February 7, 2026 join the Frozen Assets 5K in Madison and run or skate across the frozen surface of Lake Mendota, starting and finishing at The Edgewater. Enjoy scenic views of downtown and the UW Madison campus during the Frozen Assets..

Run with your dog through scenic wooded single track at Lake Geneva Ziplines, choosing a 4 mile loop or an 8 mile double lap. This friendly canicross event offers water at the start area, prizes for top teams, and a finisher token.

Trailbreaker in Waukesha invites runners to scenic courses along Glacial Drumlin and Fox River trails, with distances from marathon to Kids 1K. New ruck events add variety while proceeds support local parks and the urban forest.

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..

Take on a scenic point to point tour of the Northern Kettle Moraine Ice Age Trail in Greenbush, Wisconsin, on April 11. This supported, noncompetitive run offers 50K and 25K options with aid stations, drop bags, and finish refreshments.

Join Moonlight Meltdown and Sunset Safari in Belgium, Wisconsin for a flat, well lit 5k or a scenic 10k into Harrington Beach State Park. Chip timing, shirts and refreshments raise funds for Belgium Fire and Rescue and local youth programs.

Run the Sugar Badger 50/50 and Half in Belleville WI with 50M, 50K and half marathon options on flat, scenic Badger and Sugar River trails with trestles and a short tunnel. Aid, free photos, pizza and beer await finishers.

Kettle Moraine Ultramarathon in La Grange WI on June 13 and 14, 2026 showcases rugged, scenic trails with about 65 miles on the Ice Age Trail. Distances from 38 to 100 mile plus 100K and a 4 person relay; 100 mile offers a Western States qu..

Hit scenic Ice Age Trail terrain in Whitewater Wisconsin with 10K, Half Marathon and 50K options across rolling, sometimes technical trails. Pick a distance for a relaxed summer challenge or a rugged ultra with great views.

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.

Run a scenic 9 mile course through Kohler Andrae State Park, with beach, boardwalk and woodland trails along Lake Michigan. Expect mostly flat terrain, unique cordwalk sections, and post race snacks in this second annual event.

Run The Hawk at Blackhawk Ski Club in Middleton, WI on August 22 invites runners to chase laps on a rolling 2.25 mile loop in 3, 6, or 12 hour timed events, or enjoy the shorter Fun Run. Mixed trail surfaces, a steep climb, and team relay o..

Run the Twisted Roots marathon or half at High Cliff State Park near Sherwood, Wisconsin. Tackle technical single track, rolling prairie and cliffside views of Lake Winnebago on scenic, community driven courses.

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..

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.

Haunted Highlander Assault Trail Run offers a spooky 5k in McHenry, IL with haunted sets, animatronics and actors across timed heats. Stick around for a costume contest, bonfire, live music and food.

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.

Join the Race For Open Space on Oct 11, 2026 in West Bend for a chip timed run and walk through forests, prairie and glacial moraine to benefit Cedar Lakes Conservation Foundation. Distances for all ages and awards for top finishers.