Trail Running calendar near Sturgeon Bay 2025-2026

The Betsie Valley Trail Run takes place in Thompsonville, Michigan, along the Betsie Valley Trail. The event offers a Half Marathon, 10K, 5K, and a 1 Mile Fun Run. The Half, 10K and 5K courses are out-and-back on the flat rail-trail starting at the Webber Sports Complex; the Fun Run goes from the ba..

Twisted Roots is a trail running event at High Cliff State Park, near Sherwood, Wisconsin. The weekend features a half marathon and a full marathon traversing rugged single-track, rolling prairie, and scenic spans over Lake Winnebago, with views of the Niagara Escarpment and the Lime Kiln Ruins. Hos..

Unmask Domestic Violence Community Run is a festive trail event in Sturgeon Bay, Wisconsin (5736 Walker Rd), offering 2K, 5K, and 10K options. Runners traverse Snowkarft’s private 20 miles of wooded trails, featuring rolling hills and off-the-beaten-path singletrack—terrain usually reserved for skii..

UP Friends of Honduras 5K Run/Walk is a 5K trail event held in Powers, Michigan, in the Upper Peninsula. The course invites participants to run or walk along a beautiful, forested 5K trail on County Road 563, offering a scenic, wooded UP setting. The event emphasizes a friendly, community atmosphere..

The Golden Pines Trail Run at Machickanee, held in Abrams, Wisconsin, offers an evening trail running and hiking experience through the scenic Machickanee Hiking and Ski Trails. Participants can choose from 7K or 11K distances, with options for canicross events where runners hike or run with their l..

The First Annual Paws for a Cause Canicross & Trail Run/Walk for Charity takes place in Denmark, Wisconsin, offering participants the chance to run or walk scenic wooded trails with or without their dogs. The event features three distance options—2.8, 5.6, and 8.4 miles—catering to all fitness level..

Run for the Hill of It/Run for the Hill-O-Ween is a 5K trail race in Green Bay, Wisconsin, at 500 Beverly Road along the Baird Creek Greenway. Runners cover about 3.1 miles, including Triangle Hill (“The Big Hill”). Halloween theme adds fun, with costumes optional.Also features the Little Hill Racer..

Door County Fall 50 is a point-to-point road ultramarathon in Wisconsin’s Door County, running from Gills Rock to Sturgeon Bay. The 50‑mile course unfolds through fall colors and scenic villages, with rolling hills and views along the route. The event includes a solo division (and a relay option) an..

Run Til You Snowdrop-24 Hour Treadmill Run is a charity endurance event held in Appleton, Wisconsin, at Crunch Fitness (2500 S. Kensington Drive). The fundraiser runs for 24 hours on 24 treadmills to support the Snowdrop Foundation of Wisconsin and families fighting pediatric cancer, honoring the 24..

Pen Park Trails Fest is a trail running event on November 8, 2025, at Peninsula State Park in Fish Creek, WI. The event starts and finishes at Welcker's Point Shelter. Runners will receive a race hoodie (register early to guarantee size), a completion award, post-race beer from Sway Brewing and Ble..

The Crossroads Trail Run & Walk, held annually at Crossroads at Big Creek Nature Preserve in Sturgeon Bay, Wisconsin, offers a scenic trail running experience with three distance options: 2K, 5K, and 10K. This event welcomes runners and walkers of all ages and abilities, promoting wellness, multi-ge..

Cliff Runner 10K is a challenging 10-kilometer trail race held in Sherwood, Wisconsin at High Cliff State Park. The course takes runners along mostly single-track trails through the park’s rugged terrain, featuring rocks, roots, boulders and rolling hills with more than 500 feet of total elevation g..