Trail Running Calendar Wisconsin 2025-2026

Tuscobia Winter Ultra is a human powered winter adventure on Northern Wisconsin trails, with options to run, bike or ski 80 miles one way or 160 miles out and back. The 160 mile option is an Iditarod qualifier and course is self supported.

Take on the Whitewalker Ultra 100k in Palmyra WI, a two loop 100k over scenic Ice Age Trail and Scuppernong trails. Expect rugged single track, aid stations on course, and a 24 hour finish limit for a true winter challenge.

Run the Phillips Flurry on January 24, 2026 at Phillips School Forest with snowshoe 5K and 10K courses and the Wisconsin state snowshoe championships. In person or virtual options, with community fun and swag for early registrants.

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..

Embrace winter on a scenic Northwoods course at the Himanaji Winter Challenge, a spirited 5.1 km snowshoe race. Enjoy crisp trails, friendly competition, and a great outdoor community vibe.

Run scenic Driftless trails at Governor Dodge State Park on March 7, 2026, choosing from 10K, 27K, or rugged 50K courses. Support local conservation while enjoying stocked aid stations, a custom Silo bag and a horseshoe finisher medal.

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..

Tackle the scenic Northern Kettle Moraine on a point to point trail run through rolling ski trails, rocky singletrack and the forest high point. Choose 50K or 25K with shuttle service, aid stations and post run food at Greenbush Group Camp.

Explore forested ski trails at the Iola Spring Trail Race on April 18 in Iola, WI, with a winding 5k and a rugged singletrack 15k that climbs the ski jumping hill. Free kids 1k runs weather permitting.

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.

Join the Chippewa Trail Races near New Auburn WI on April 25, 2026, with 50K, 50K relay, 20 mile and 10K options across single track Ice Age Trail scenery. Expect lakes, boardwalks, rugged climbs and full aid station support.

Take on the Donald Dash Trail Run on May 2, 2026 at Donald County Park in Mount Horeb, WI with scenic 5 km and 15 km options over prairie, single track, sand and hills. Limited to about 300 runners, all proceeds fund Friends of Donald Park..

Take on the Willow 10 & 20 Miler, a scenic trail race at Willow River State Park near Hudson WI. Choose a 10 mile single loop or a 20 mile two loop challenge through forests, grasslands and overlooks with views of Willow Falls.

Popple Shoot Trail Races in Minong, Wisconsin on May 9, 2026 offer trail runs from 10K to 87K across the scenic Wild Rivers Trail and ATV routes. Choose your challenge and enjoy rugged singletrack, supportive aid stations and campground fin..

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..

Hit the scenic North End trails in Cable, Wisconsin for an uplifting trail run hosted by the North End Ski Club. Choose from 5K, 10K or a half marathon and enjoy well maintained routes through forest and rolling terrain.

Enjoy a scenic 13.1 mile half marathon with more than nine miles on the Tomorrow River Trail, starting in Plover and finishing at Central Waters Brewing Co in Amherst. Perfect for trail lovers and brewery fans.

Join the 17th annual Crossroads Trail Run & Walk at Big Creek Nature Preserve in Door County for scenic 2K, 5K and 10K courses. All participants receive a native tree and post race snacks while supporting conservation and outdoor education.