Trail Running calendar near Mazomanie 2026-2027

A seven month trail series around Oconomowoc offering 5K, 10K, half marathon and ruck options, an All Access pass to skip packet pickup, a championship finale, and free Kiddo 1K races.

Experience a flexible trail series in the Kettle Moraine Forest featuring seven races with open start times, live music, and handcrafted finisher medals.

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.

The Prickly Pine Jackpot 24 Hour offers timed running events in the scenic Kettle Moraine State Forest. Runners choose from three different loop distances to build their mileage, with cash jackpots for top solo and relay finishers. Amenitie..

Trail run in Dubuque on May 2, 2026 offering 5K, 10K and half marathon distances. The event features marked trails, basic timing, a custom bib, a rotating race item, and post-race food; series entry includes a series gift.

Event Overview The Friends of Yellow River State Forest Trail Run is the seventh annual running event held in the state forest. It takes place over two days, with events on May 8 and 9, 2026. The event is organized by the Friends of Yellow..

A classic Midwest ultra on varied glacial terrain offering 50-mile, 50K and half-marathon options with scheduled training runs, a strict no-transfer policy and on-site medical support.

Rumble on the Ridge is a Last Person Standing loop race in Arena, Wisconsin on May 16, 2026 where runners repeat a roughly one mile loop with a twenty minute cutoff until one person completes every lap.

Timed 8 hour and 4 hour loop trail events at Chestnut Mountain Resort near Galena, Illinois, with 2.91 and 0.6 mile loops, timing-based mileage awards, a finisher medal, and an on-site meal and after party.

A low-impact trail event at Lapham Peak Park offering distances from a Kiddos 1K to a half marathon, with ruck and walk options, cupless aid stations, and proceeds benefiting Tall Pines Conservancy.

Rail-trail event in Belleville, WI using the Badger State Trail and Sugar River State Trail. Distances include 50 miles, 50K and a half marathon on flat, soft surfaces with trestle bridges and a quarter mile tunnel.

Test your grit at Byron Motosports Park with tactical obstacle courses ranging from 5K to 10K endurance laps. Choose from elite vest challenges, weighted rucking, or open waves designed to honor the resilience of first responders.

Blue Mound Trail Run on June 6, 2026 in Blue Mound State Park features 10K and 18K trail races on single-track and ski trails, and serves as a fundraiser for Friends of Blue Mound State Park.

An annual trail ultra held each June with 100 mile, 100k, 50k and 38 mile options; much of the course runs on the Ice Age Trail. Registration for 2026 is by Ultrasignup lottery with a waitlist and early-invite options.

Experience the glacial landscapes of Wisconsin at the Whitewater Trail Challenge. Run along the historic Ice Age Trail with 10K, Half Marathon, and 50K distances starting from the scenic Rice Lake Nature Trail.

The Strawberry Solstice Run is a 10 hour overnight timed trail event on a 5.25 mile loop at Millville Bridle Unit in Prairie du Chien, Wisconsin. The field is limited to 75 runners and the course uses one aid station on site.

This cross country run on July 4th in Williams Bay offers a 5K on grass trails through the Kishwauketoe Nature Conservancy. A kids' quarter-mile event is also available. Registration is online only, with awards for top age-group finishers.

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.

Trail run and walk at Lapham Peak State Forest on July 11, 2026 supporting prairie management; first 100 participants receive a short sleeve t-shirt and run winners receive awards. Day of registration is at Lapham Lodge and a park sticker o..

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.