Trail Running Calendar Wisconsin 2026-2027

We have found 89 Trailruns in Wisconsin. Check below where and when you can find the races.

A trail run and walk at Lapham Peak State Forest on July 11, 2026, raising funds for prairie management; events for adults and youth, first 100 registrants receive a T-shirt and run winners receive awards.

MSRC XC 5k Classic is a cross country race at Verona Area High School on July 12, 2026. It includes a 5k and a 1.6 mile kids race, team scoring for teams of five runners, and awards across multiple age and team categories.

Trail races in Solon Springs, WI on the North Country Trail include 5K, half marathon, marathon, and a 50/50 Mystery Ultra. Courses are out and back through wooded, hilly terrain and each distance is limited to 50 entrants.

Cliff Runner 10K on July 19, 2026 in Sherwood, WI is a 10K trail run on mostly single track with rocks, roots, boulders and over 500 feet of elevation gain. Registration includes a T shirt and finisher medal and a share of proceeds supports..

An evening trail race at Nine Mile County Forest with 5K, 10K and 20K lap options on singletrack and ski trails. The looped course requires lights and provides on-course water and nutrition at key points.

August 2026

A 10K walk/run on August 1, 2026, through the Nordic Trail System in Kettle Moraine State Forest with water refill stations, trail snacks, a cup-less policy, and donations supporting The Salvation Army.

A trail event in La Crosse, Wisconsin featuring a timed 4.15 mile loop where each runner has up to one hour to finish. Entry options include individual, 2 to 3 person teams, 4 to 6 person teams, and a single-lap entry.

Stair and trail races on Giant Pine Mountain in Iron Mountain, Michigan. Multiple distances are offered, with Deuce as two repeats and Extreme as four repeats; new trail-run options debut in 2026. Chip timed with overall and event times.

A mountain running event at Mt. La Crosse on August 7, 2026, featuring a 1200 m sprint, a 2 miles trail with 1000 feet vertical gain, a kids race for under 18s, and a ruck challenge with provided weights.

A nine mile trail run at Kohler Andrae State Park in Sheboygan, WI with beach, boardwalk and inland trails. Single aid station on course, cupless refreshments, podium awards for top finishers and a commemorative finisher token.

Test your endurance at Prairie du Chien's first backyard ultra featuring a 4.167 mile trail loop through La Riviere Park. Run one lap every hour until only one participant remains or enjoy a relaxed one lap fun run.

Underdown Trail Races in Merrill, Wisconsin on August 15, 2026 offer backcountry singletrack running and mountain biking across distances from a half marathon to 111 miles. Courses are well marked, supported by aid stations, and proceeds su..

A community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West Cross Country Team.

Experience the scenic trails of Iron Mountain at the Lake Antoine Classic. Choose between running, walking, or cycling distances in this community event supporting the Special Olympics.

Trail races at New Glarus Woods State Park on August 15, 2026 include 16K, 8K, 5K and a free 1K kids run. Proceeds benefit Friends of New Glarus Woods State Park and awards include age-group prizes plus a 16K consistency award.

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

A trail ultramarathon on the Ice Age National Scenic Trail in Chequamegon-Nicolet National Forest offering 100 mile, 100K and 50k options, a small field, and optional group camping for a fee.

Trail races in St. Croix Falls on August 29, 2026 featuring marathon, half marathon and 10K courses over single track, gravel and paved surfaces. Online registration runs Nov 28 2025 to Aug 25 2026 with a 150 runner limit.

September 2026

Timed ultrarunning at Lapham Peak State Park with 24, 12 and 6 hour options plus a distance division for marathon and longer targets. One mile loop, chip timing, an aid station, and a cupless refill policy.

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