Trail Running Calendar Wisconsin 2026-2027

We have found 91 Trailruns in Wisconsin. Check below where and when you can find the races.

A winter trail event at Governor Dodge State Park offering 50K, 25K and 15K courses on mixed horse trails and prairie paths. Aid stations, crewing and pacers are available for the 50K, and part of proceeds support the Driftless Trail projec..

A Canicross-focused trail event at Lake Geneva Ziplines and Adventures offering one 4-mile loop or two loops for 8 miles, dog-powered and dog-friendly options, awards for dog teams, on-course drinks but bring a refillable vessel.

An evening winter trail event in Lake Mills, WI offering 16 mile and 31 mile out-and-back courses on a flat crushed limestone rails-to-trails route. Required lights and reflective gear, cupless aid stations, and basic aid provided.

January 2027

A winter obstacle race at Lake Geneva offering 5K, 10K, a 20K Yeti Challenge, a kids course, team packs and a virtual option. Fun heats allow skipping obstacles while the Elite division requires full obstacle completion for podiums.

February 2027

A winter timed ultra in Dousman, Wisconsin offering 6, 12, and 24 hour options for solo runners or relay teams of up to four, set in winter woods and on a frozen lake with warming shelters, hot drinks, a meal, and finisher items included.

March 2027

A rugged 5K through maple woods with maple-based snack stops and a Last Person Standing format where runners repeat a roughly 1000-foot ascent 5K lap until one remains, followed by wood-fired pizza, drinks and music at Ramp Camp.

April 2027

Point to point runs on the Northern Kettle Moraine Ice Age Trail near Greenbush, WI. Options include 50K and 25K with aid stations, drop bag access for the 50K, and bus transport to the start.

Trailbreaker returns to Waukesha on April 4, 2027 with races from a 1K kids run to a full marathon, plus ruck options and a walk. Proceeds support the Park Foundation of Waukesha and local parks and recreation.

May 2027

Trail races at Donald County Park include 5 km, 15 km and a Kids One Mile Fun Run across prairie, single-track, sand and bridges. Proceeds support Friends of Donald Park for trail maintenance and repair.

WausaUltra at Sylvan Park features a 4.167-mile mostly-trail loop offered as Limitless (repeated loops until one runner remains), Solo (one loop) and Double (two loops), plus a short kids' race.

October 2027

Paws for a Cause in Denmark WI on October 16, 2027 offers canicross and solo trail run or walk options of 2.8, 5.6, and 8.4 miles, with proceeds benefiting Crisis Cafe.

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