Trail Running Calendar Wisconsin 2025-2026

Goosebumps 6 & 24 Hour Run/Walk, a fundraiser by the River City Running Club, takes place in Stoddard, Wisconsin on September 19-20, 2025 (W6488 County Road GI). Runners and walkers choose either a 6-hour or 24-hour option, with the goal of as many loops as they can within the allotted time. The cou..

Fallinline 125 is a two-day ultramarathon in Greenbush, Wisconsin, run through the Kettle Moraine State Forest along the Ice Age National Scenic Trail. Limited to 75 entrants, the main 132-mile event features aid stations and a 48-hour, 46-minute time limit, offering a grueling, scenic challenge acr..

Last Dot Standing at Belleville, Wisconsin, organized by Ten Junk Miles Racing, kicks off at Belleville Community Park. The LMS format features a 4.2-mile out-and-back course between Belleville and Dot's Tavern, a 70-year-old tavern off the trail; each leg must be completed in one hour, with the nex..

The DIRWIN DASH, A Bearded Bash is a 5K run/walk event held annually at Fox River Park in Waukesha, Wisconsin, honoring the memory of Dave Irwin, a beloved guidance counselor and cross country enthusiast. The race features a scenic trail course through the woods, offering a refreshing alternative to..

Queen of the Ridge is a women-only endurance running event held on a family dairy farm in Arena, Wisconsin, located in the scenic Driftless Area near Madison. This unique race features a "Last Woman Standing" format where female runners complete a challenging 1 to 1.25-mile loop with at least 250 fe..

The Birkie Trail Run Festival, held in Cable, Wisconsin, offers a scenic running experience through the north woods amid pine trees and vibrant fall colors. The event features a variety of race distances including a 5K Trail Run, Individual Marathon, Half Marathon, and a Trek. It also includes relay..

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..

The Lapham Peak Colorama Run/Walk is an annual fall running event held at Lapham Peak State Forest in Delafield, Wisconsin. Celebrating its 36th year in 2025, the event features 5K and 10K races on wide, well-groomed ski and hiking trails. The 5K course tours the park's middle level, while the 10K f..

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..

The Trail Run at Indian Lake is a scenic trail running event held at Indian Lake County Park in Cross Plains, Wisconsin. The race offers two distances: a long course of approximately 10.5 km and a short course of about 5.8 km. The course begins in a restored sedge meadow near the kettle lake formed..

The S'more Fun Trail Run takes place at Mirror Lake State Park in Baraboo, Wisconsin, offering a variety of distances including a Mini-Marshmallow Mile for kids 11 and under, 5K trail walk and run, 10K trail run, and a half marathon trail run. The course features scenic views along Mirror Lake, sand..

Farmer Ken's Pumpkin Dash 5K takes place in Franksville, Wisconsin (53126). It is a 5K trail run along a grass/dirt path set beside corn and other farm fields, offering a scenic rural landscape. The course runs through agricultural surroundings, giving runners a scenic, rustic experience.Participant..

The Milwaukee Beer Run 5k & .05k takes place in Glendale, Wisconsin, at the Bavarian Bierhaus. The event features a 5k Beer Run/Walk (3.1 miles) and a 54-yard .05k Beer Run/Walk, with a virtual option for remote participants. The course is an out-and-back run along the tree-lined Oak Leaf Trail, fin..

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..

Set along the Gandy Dancer State Trail in Luck, Wisconsin, the Gandy Dancer Marathon is an autumn running weekend offering a Marathon (Boston Qualifier), Half Marathon, 5k, Marathon Relay, and Kids Fun Run. The flat limestone trail starts and finishes near the Luck Fire Department, with a route visi..

Zachariah's Acres Fall Run, Walk & Roll is held in Oconomowoc, Wisconsin, on a scenic 125-acre private property featuring tree-lined paths, wildflowers, prairie grass, ponds, and vibrant fall colors. The event offers a 5K, a half marathon, and a family-friendly 1-mile walk/roll loop with gentle hill..

The Trout Brook is a challenging 10-mile trail race held at Willow River State Park in Hudson, Wisconsin. The course features a mix of wide-open park trails and technical single-track paths, including hills, a stair climb, and scenic views of a majestic waterfall. Designed for experienced trail runn..

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..

Wiglorious Day is a Southern Kettle Duathlon held at Lapham Peak State Park in Delafield, Wisconsin. The event includes three distances: a 5-mile run, a 5-mile bike, and a final 5-mile run, with options for solo competition or 2- or 3-person relays (Soulo, or teams). The run takes place on wide, gro..

Race For Open Space is a West Bend, Wisconsin trail running event at Cedar Lakes Conservation Foundation's Fox Hill Nature Preserve. It offers a 5K trail run, a 10K trail run (two loops), a 1-mile trail walk, and a 5K for ages 18 & under. The course traverses deciduous forest, restored prairieland,..