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Wisconsin Trail Running Calendar 2026-2027

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Explore the best trail runs in Wisconsin for 2026-2027! Our updated list features 83 exciting trail runs across the region. Find your next trail run in Wisconsin below and join the trail community at these great events!

July 2027
A 10K trail race at High Cliff State Park on July 18, 2027, featuring rocky, rooty terrain and over 500 feet of climbing, with registration that includes a T shirt and a medal.
An evening trail run at Nine Mile County Forest with 5K, 10K and 20K lap options on single track and ski trails; lights and race number are required.
August 2027
Professionally timed trail runs on Pine Mountain on August 8, 2027 offering looped courses with multiple distances and step counts, lift access to the top, a pancake breakfast, and awards.
Road and trail runs in Brule, WI on 08/08/2027 offering a 5 mile point to point and a 2 mile out and back walk/run.
A 24 hour event at Nashotah Park with solo and relay options plus a range of fixed distance runs and ruck events, camping and evening activities.
Community run, walk, and bike event at Lake Antoine County Park that raises funds for Special Olympics with paved and unpaved course options.
Community run and walk at Kettle Moraine Lutheran High School featuring a two-loop 5 km, a 2 mile walk, and a 400 m kids run.
A 9 mile trail run at Kohler-Andrae State Park featuring beach and boardwalk sections, marked trails, one aid station, post-run refreshments and awards.
Trail event in Westboro, WI on the Ice Age Trail with 100 mile, 100K, and 50k options through Chequamegon-Nicolet National Forest.
September 2027
Off-road triathlon and trail runs near White Lake, WI featuring a 3-mile Class II paddle, 13-mile technical mountain bike, and rugged riverbank trail runs.
Trail marathon and half marathon at High Cliff State Park on September 12, 2027, with technical single track, prairie sections and views of Lake Winnebago.
Last Dot Standing alternates hourly 4.2 mile runs between Belleville Community Park and Dot's Tavern until one runner remains; other multi hour race options are available.
A family friendly fundraiser on September 18, 2027 at Petrifying Springs Park with 1 mile and 2.25 mile routes and a virtual option supporting Rey de Reyes Ministry.
A 136 mile trail ultramarathon along the Ice Age State Trail near Whitewater WI with nine aid stations, a 55 hour limit and mandatory FarOut offline maps.
Trail races at the American Birkebeiner Trailhead in Cable WI on September 26, 2026, with distances from a 1K kids dash to marathon plus a new 10K and an 8.5 mile Nordic Trek.
Timed trail event at Richard Bong State Park on September 25, 2027, offering 3, 6 and 12 hour options on repeated 0.97 mile loops with hourly challenges.
October 2027
A 10 hour endurance walking challenge on 7 mile loops through wooded slopes and single track near Elkhorn, Wisconsin.
A backyard ultra in Suamico, WI where runners repeat a 4.167 mile loop each hour until one remains or 24 hours pass.
Timed 6-, 12- and 20-hour ultra in the Southern Kettle Moraine Forest with solo and relay team options and looped McMiller Trail distances.
An out and back fall ultra on the Ice Age Trail near Greenbush Wisconsin offering 50 Mile and 50K options, cupless aid stations, and set time limits.
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