Trail Running Calendar Wisconsin 2026-2027

Push your limits at the Dawn to Dusk Endurance Run in Valders, Wisconsin, a timed trail event offering 6 to 24 hour formats on a scenic 4.5 mile lakeside loop. Live tracking and on site cabins make it an ideal weekend of endurance and camar..

Bear Cupboard Run in Minocqua on June 27, 2026 features a half marathon, a 5K run and walk, and a 1K kids Cubbie run from Torpy Park. Most courses use the Bearskin Trail and proceeds benefit the Lakeland Pantry.

Outagamie Stampede on June 27, 2026 combines a 5K cross-country run, a 4K barnyard obstacle course, and a 300 yard kids fun run at the Outagamie County Fair, with team and individual scoring and age group awards.

Trail 5K and a children's 1/4 mile at Kishwauketoe Nature Center in Williams Bay. The grass trail course passes through hills, woods and prairie, includes a water stop, parking across the street, and awards for top finishers.

A community July 4 event in Land O Lakes featuring a 5K on mixed surfaces and a youth fun run. Proceeds support Great Headwaters Trails and the Land O' Lakes community playground.

A 5K trail run and a 1 mile fun walk at the MECCA Trails in Mercer on July 4, 2026, supporting northern Wisconsin veterans. The 5K has age-group awards and T-shirt orders are due June 18.

A trail running event at Devil's Lake near Baraboo, WI on July 11, 2026, offering distances from 10K to 50 miles, marked courses with aid, post-race food and a finisher medal.

A prairie trail run and walk at Lapham Peak State Forest in Delafield supporting prairie management. The event features grass hiking and mountain bike trails, shirts for the first 100 participants, awards for run winners, and on-site regist..

A cross-country 5k and youth 1.6-mile event in Verona, WI on July 12, 2026, with individual and team competition, age-group and team awards, and proceeds supporting the Movin' Shoes Running Club scholarship fund.

Trail races on the North Country Trail in Solon Springs, WI, including 5K, Half, Marathon and a Mystery Ultra that reveals its distance at the turn-around; fields limited to 50 runners per distance.

A community 5K and 10K on July 18, 2026 at Lion’s Park in St Croix Falls, WI, with a scenic mostly shaded course through the Wert Family Preserve. Race T shirts and medals are provided; timing clock used but not chip timed.

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.

A mixed relay in Brookfield with four 3K legs per team and an optional 6K two person relay. Entry is $25 or $20 for USATF members and proceeds support the Brookfield Central Cross Country team.

The Casual Hikers 10K will take place in La Grange on Saturday 1 August 2026. You can run 10 kilometers.

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 community running event in Brule, WI offering a 5 mile point to point course on gravel and ski trails and a 2 mile out and back on Afterhours Road, with registration open May through August and a $15 fee.

Thanks Sandy is a 9 mile trail run at Kohler-Andrae State Park in Sheboygan, WI. The course combines beach, boardwalk and inland trails, includes one aid station and postrun snacks with a selection of dietary options.