Trail Running calendar near Baraboo 2026-2027

We have found 29 Trailruns within 80 miles of Baraboo. See below where and when you can find the races.

Tour de Dodge stages 50K, 27K and 10K trail races at Governor Dodge State Park on March 7, 2026, with multiple aid stations and finisher medals. Proceeds support local conservation groups and organizers note the event runs in all weather.

April 2026

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

A spring trail event at the Iola Winter Sports Club offering **5k** and **15k** courses on ski trails and singletrack, plus a free kids 1k when weather permits. Food and drinks will be available in the Chalet and entry fees change after Mar..

May 2026

A trail race at Donald County Park in Mount Horeb on May 2, 2026, offering 5 km, 15 km and a Kids One Mile Fun Run; chip timing, aid stations, awards, and proceeds benefit Friends of Donald Park for trail maintenance.

A two-day trail run and walk at Yellow River State Forest in Harpers Ferry, Iowa on May 8 and 9, 2026, offering 5K, 10K and a half marathon with timed results, age-group prizes and sponsorship opportunities.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

The Conservation Chase is a trail running event at Lapham Peak State Park supporting local conservation. Choose from distances including a half marathon, 10K, 5K, and ruck or walk options. It's a cupless race with proceeds benefiting the Ta..

Out and back trail races of 50 miles, 50K and half marathon on the Badger and Sugar River State Trails near Belleville, WI. Flat, soft rail trail with trestle bridges, scenic vistas and a 1/4 mile tunnel; generous cutoffs and aid stations.

A half-marathon on May 31, 2026, starting in Plover, WI and finishing in Amherst at Central Waters Brewing Co., with over nine miles on the Tomorrow River Trail. T-shirt size guaranteed for registrations completed by May 3.

June 2026

A trail run at Blue Mound State Park on June 6, 2026 offering 10K and 18K courses over varied single-track and ski trails; proceeds benefit the Friends of Blue Mound State Park.

A multi-distance trail event near LaGrange, Wisconsin on June 13–14, 2026, featuring 100% trail courses and a lottery entry system. Distances range from 50K to 100 miles and the 100 mile finish in 30 hours qualifies for Western States.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

July 2026

A midsummer trail and road event at Devil's Lake near Madison on July 11, 2026, offering distances from 10K to 50 miles with marked courses, aid stations, finisher medals, post-race food and a brew, and overall and age group awards.

August 2026

A seven-race trail series in Oconomowoc from April to October 2026 offering 5K, 10K, half-marathon, walking and ruck options, cupless events, age-group scoring and finisher Woodles.

This annual community event in Sun Prairie features a 5k race and a kids' fun run, with a course on neighborhood bike paths. Proceeds go directly to support the local high school cross country team.

Run The Hawk is a looped trail event at Blackhawk Ski Club near Middleton, WI offering 3, 6 and 12 hour lap challenges on a 2.25 mile loop and a shorter 1.7 mile fun run. The course features steep climbs, single track and a spring pool.

September 2026

A timed run and walk fundraiser in Stoddard, WI offering 6 hour and 24 hour options with a loop course, lap counting, a stocked aid station, post race meal and family games.

Trail races at Yellow River State Forest on September 20, 2026 offer 5K, 10K and half marathon options on varied trails with valley views. The event includes course support, a custom bib, rotating race items and post race food.