Trail Running calendar near Sherwood 2025-2026

We have found 13 Trailruns within 80 miles of Sherwood. See below where and when you can find the races.

The NK50k is an annual trail running event held in Greenbush, Wisconsin, featuring a scenic point-to-point course along the Northern Kettle Moraine Ice Age Trail. Participants can expect a challenging 50K run, with aid stations providing water, sports drinks, and snacks throughout the course. The ev..

The Iola Spring Trail Race, scheduled for April 19, 2025, offers participants a chance to enjoy the scenic trails at the Iola Winter Sports Club in Iola, Wisconsin. The event features two race distances: a 5k course ideal for beginners and those reminiscing about cross country, and a more challengin..

The Sunset Safari 10k Trail Run is part of the 12th Annual Moonlight Meltdown event, taking place in Belgium, WI. This hybrid/crossover trail run offers participants a scenic experience through Harrington Beach State Park, featuring a 1.2-mile section on a snowmobile trail. The event is organized by..

May 2025

The Kampf Ice Age Trail Celebration is a multi-day event taking place in Sturgeon Bay, Wisconsin, from May 16 to May 18, 2025. This celebration honors Jack and Sara Kampf's achievement of becoming "Thousand Milers" by hiking the entire Ice Age National Scenic Trail. Participants can join in various..

June 2025

The Tomorrow River Trail Half-Marathon is a scenic running event taking place in Plover, Wisconsin, with the course extending to Amherst, ending at Central Waters Brewing Co. Participants will enjoy over nine miles of the route along the picturesque Tomorrow River Trail. The event is scheduled for J..

The Sunburst 12 Hour Trail Festival, taking place on June 21, 2025, at Sunburst Ski Area in Kewaskum, WI, offers an exciting challenge for runners. Participants can choose between 6-hour and 12-hour solo events or join a relay team of three. The course features a mix of climbs and scenic trails, wit..

The Dawn to Dusk Endurance Run is an exciting running event taking place at Camp Sinawa in Valders, WI, on June 28-29, 2025. Participants can choose from various race durations, including 24 hours, 15.5 hours, 8 hours, 6 hours, and a unique Dusk to Dawn challenge. The course features a 4.5-mile loop..

September 2025

Fallinline 125 is an exciting running event taking place in the scenic Kettle Moraine State Forest, Wisconsin. Participants will embark on a challenging 132-mile course that showcases the beauty of the Ice Age National Scenic Trail. The event aims to promote community engagement and environmental st..

Twisted Roots is a trail running event taking place at High Cliff State Park in Sherwood, WI, featuring both half marathon and marathon distances. Set against the stunning backdrop of Lake Winnebago and the Niagara Escarpment, participants will navigate technical single tracks and rolling prairie se..

October 2025

Zachariah's Acres Fall Run, Walk & Roll is a charitable event taking place in Oconomowoc, WI, designed to support children with special needs. The event features a 5K, a half marathon, and a family-friendly walk and roll, all set against the backdrop of 125 acres of beautiful natural scenery. Partic..

The Mosquito Hill Endurance Run is an annual running event held at the Mosquito Hill Nature Center in New London, WI. Participants can choose from various timed options, including 3, 6, and 12-hour races, as well as a fun 5k. The course features a scenic 3.4-mile loop that traverses diverse terrains..

November 2025

The Bucks & Does 13.1 Pointer is a running event taking place in Nashotah, Wisconsin, featuring multiple race distances including a 5K, 10K, and a half marathon (13.1 miles). Participants can enjoy a scenic course primarily on well-groomed trails, with over 60% shaded by trees. The event embraces a..

The Fast Eddie 50K and 5K event will take place on November 15, 2025, at Lapham Peak in Delafield, WI. This race celebrates endurance and community while honoring Ed Condon and supporting the Little Warrior Foundation, which aids children battling cancer. Participants can choose between a challengin..