Trail Running calendar near Kewaskum 2025-2026

We have found 25 Trailruns within 80 miles of Kewaskum. 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..

Run the Trailbreaker is an annual running event in Waukesha, Wisconsin, established in 1993. This community tradition features a variety of race distances, including a Marathon, Half-Marathon, 10K, 5K, and a Kiddos 1K, catering to runners of all levels. The event is organized by the Park Foundation..

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 Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting endurance running event taking place in the scenic Kettle Moraine State Forest. Participants can choose from various race formats, including 6-hour, 12-hour, and 24-hour solo or relay options. The course features three unique loops of differ..

June 2025

Bong Backyards is an exciting trail and ultra running event scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held annually in June, featuring a variety of race distances including 100 miles, 100 kilometers, 50 kilometers, and 38 miles. Established in 1996, this trail race showcases the scenic beauty of the Kettle Moraine region, with..

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 Whitewater Trail Challenge is an exciting running event taking place on the scenic Ice Age Trail in Whitewater, Wisconsin. Scheduled for June 21, 2025, participants can choose from three distances: a 10K, a half marathon, and a 50K. The course features a mix of well-established trails and rollin..

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..

July 2025

The Kishwauketoe 5K Cross Country Run is a community-focused running event taking place in Williams Bay, Wisconsin. Participants can choose between a 5K run/walk and a children's 1/4 mile walk/run for ages 10 and under. The course features scenic grass trails through hills, woods, and prairie, with..

Dances with Dirt Devil's Lake is an exciting trail running event set in the stunning landscape of Devil's Lake, Wisconsin, known for its unique geological features. Scheduled for July 12, 2025, this midsummer adventure offers various race distances, including 10K, half marathon, full marathon, 50K,..

August 2025

Run the Hawk Trail Run is an exciting endurance event taking place at the historic Blackhawk Ski Club in Middleton, WI, on August 23, 2025. Participants can choose from various challenges, including 3, 6, and 12-hour solo runs or team relays, all set on a scenic 2.25-mile loop course featuring signi..

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

The S'more Fun Trail Run is an exciting event taking place at Mirror Lake State Park, featuring a variety of races including a Mini-Marshmallow Mile for kids, a 5K Trail Walk, a 5K Trail Run, a 10K Trail Run, and a Half Marathon Trail Run. The event aims to promote the park and raise funds for ongoi..

The Trail Run at Indian Lake is an exciting running event held at Indian Lake County Park, featuring two course options: a long course of approximately 10.5 km and a short course of about 5.8 km. The event promotes sustainability by adopting a cup-free policy, encouraging participants to bring their..

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..

Soul Crusher is an exhilarating trail running event taking place in Crystal Lake, IL, featuring challenging 5-mile and 10-mile courses designed by Jeff Lenard. Known for its tough terrain, the race promises a unique experience that will test participants' limits. Runners can expect surprises along t..

Among the Trees is a scenic running event scheduled for October 25, 2025, in Dousman, Wisconsin. Participants can choose between two challenging distances: 100k and 50k, both set against the beautiful backdrop of the Southern Kettle Moraine Forest along the historic Ice Age Trail. The race begins at..

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..