Trail Running calendar near Sherwood 2026-2027

We have found 21 Trailruns within 80 miles of Sherwood. See below where and when you can find the races.

Experience a unique chip timed race in Belgium featuring road and trail sections through Harrington Beach State Park. Choose between a fast 5k road course, a 10k hybrid trail run, or a scenic half marathon with Lake Michigan views.

Experience the diverse landscapes of Shiocton at the Navarino Nature Center Trail Run. Run or walk through forests and across bog boardwalks to support environmental education and local trail improvements.

May 2026

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.

Experience the first ultra marathon in Portage County on a loop at the UW Stevens Point campus. Choose between 6 hour and 12 hour events with a limited field of 125 runners to support local collegiate athletes.

Experience a unique two mile obstacle course at Alsteen Farms featuring real farm chores like tire throwing and calf feeding. Enjoy a yogurt bar and an optional dairy farm tour after the event.

Experience a scenic point to point run from Plover to Amherst along the Tomorrow River Trail. This half marathon concludes at the Central Waters Brewing Co for a memorable finish in Wisconsin.

June 2026

The First Mondays Summer Trail Series is a summer trail running event at the Iola Winter Sports Club. A different 5 km course is featured each month in June, July, and August. The series includes a vertical hill challenge and a kids race.

Experience Door County's first trail run at the Crossroads at Big Creek Nature Preserve with 2K 5K or 10K courses that reward participants with a native tree.

Multi distance endurance event at Camp Sinawa near Valders, WI offering 24 hour, 15.5 hour, 8 hour, 6 hour and dusk to dawn formats on a 4.5 mile loop with 330 ft gain per lap.

July 2026

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..

Cliff Runner 10K on July 19, 2026 in Sherwood, WI is a 10K trail run on mostly single track with rocks, roots, boulders and over 500 feet of elevation gain. Registration includes a T shirt and finisher medal and a share of proceeds supports..

August 2026

Thanks Sandy is a *9 mile* trail run at Kohler-Andrae State Park near Sheboygan, WI, featuring beach, marsh and cordwalk sections, a three hour cutoff, one on-course aid station and post-run snacks with dietary options.

September 2026

Take on a scenic one mile loop at Lapham Peak with 24, 12, and 6 hour timed options or set distance goals like a marathon or 50 miles. Lighted night laps, a stocked aid station, and a welcoming club vibe make every lap count.

Trail marathon and half marathon at High Cliff State Park featuring technical singletrack, prairie sections and Lake Winnebago views. The event is cupless with aid stations and proceeds supporting the park.

October 2026

Event Overview The HELP in Motion Trail Run takes place from October 1 to 31, 2026. The event raises awareness about domestic violence, honors lives lost, and supports survivors. Event Details Participants can choose from an in-person trail..

Tackle a 1.5-mile farm-themed obstacle course at Heim's Hillcrest Dairy. The event features challenges like feeding calves, flipping tires, and climbing hay bales. Afterwards, enjoy a yogurt bar and an optional farm tour.

Run or walk along the tree lined Oak Leaf Trail before finishing at the Oktoberfest celebration in Glendale. This event features a 5k run and a 54 yard dash with post race refreshments and festival entry.

Participate in a half marathon, 5K, or rucking event at Zachariah's Acres in Oconomowoc. Support nature based programs for children with special needs while exploring prairie trails and wildflowers.

Run or walk through the beautiful Fox Hill Nature Preserve this fall. Choose from trail runs, a walk, or a kids' race, all supporting local land conservation. Experience deciduous forests, restored prairies, and scenic glacial moraines.

Join the charity trail run or walk in Denmark, Wisconsin. Choose your distance for canicross with your dog or go solo on the wooded trails. The event includes a costume contest and supports the Crisis Cafe.

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