Trail Running Calendar Wisconsin 2026-2027

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.

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.

Trail running and mountain bike races at the Underdown Trail near Merrill, WI feature multiple distances on well marked singletrack with boardwalks, aid stations, awards, and a postrace gathering with music.

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 community event at Riverwood Nature Center offering a 5K trail run and a 1 Mile nature walk with a kids scavenger hunt and a K9 unit demonstration. The 5K has a $30 entry fee and a t shirt guarantee for pre registration.

A small, trail-focused ultramarathon in Westboro, Wisconsin, held on the Ice Age National Scenic Trail with 100 mile, 100K, and 50K options through the Chequamegon-Nicolet National Forest.

Trail races in St. Croix Falls WI on August 29, 2026 offering Marathon, Half Marathon and 10K on mixed single track, gravel and paved trails from the Polk County Information Center. Field limited to 150; registration runs Nov 28, 2025 to Au..

Timed 24 hour, 12 hour and 6 hour runs take place at Lapham Peak State Park on September 5 and 6, 2026, on a one mile loop with night lighting and chip timing. The event includes a cupless aid station and a Distance division.

A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.

Alternating one hour legs of 4.2 miles between Belleville Community Park and Dot's Tavern form a last person standing race. The weekend also features 24 hour and 48 hour races on the same loop with distance buckles and prize pots.

A team trail relay on September 18-19, 2026 at Nine Mile Forest near Wausau, WI, featuring 117 total miles, single track trails and overnight camping. Multiple team formats are offered and Ragnar Village provides food, music and camping ame..

A community fundraiser at Goose Island Campground in Stoddard, WI offering timed 6 and 24 hour running and walking. Participants set their own goals, from a single loop to more than 100 miles in 24 hours.

Trail half and full marathons at High Cliff State Park near Sherwood, WI on September 20, 2026, featuring technical singletrack, prairie sections and escarpment views; cupless event with aid stations and a post-race pasta buffet.

Echo 136 in Whitewater, WI is a 136 mile ultramarathon on the Ice Age State Trail with a 55 hour cutoff and ten staffed aid stations. The course records about 11,148 ft gain and 10,961 ft loss.

A women only Last Woman Standing trail event on a roughly one to 1.25 mile loop with 250 to 300 ft of climb per lap near Arena Wisconsin. Laps repeat every 20 minutes until one runner remains.