Trail Running Calendar Wisconsin 2025-2026

Event details The Black River Trail Classic takes place on October 18, 2025, in Black River State Forest, Millston, WI. This is the 9th running of the event. Distances offered are: 85K 50K 25k 10k Registration closes Wednesday, October 15..

The Iola Fall Classic Trail Race is a new annual event hosted by the Iola Winter Sports Club in Iola, Wisconsin. It features three trail races—the 25k, 10k, and 5k—set on a mix of single-track and cross-country ski trails. The event emphasi..

The Over The Vines Wine Run/Walk is held at Over the Vines Vineyard & Wine Barn in Edgerton, Wisconsin. This event offers a 5K timed run, a 5K untimed walk, and a 2K untimed walk, all on a scenic trail featuring grass, gravel, and compacted..

Conquer Triangle Hill at Run for the Hill of It on October 18 in Green Bay, a scenic 5K trail run with kids, dog walk, and virtual options. Proceeds support Baird Creek Greenway and finishers get shirts, snacks, and king and queen honors.

Black Hawk Ridge Trail Run is a trail-running event held in Mazomanie, Wisconsin, at the Black Hawk Unit of the Lower Wisconsin State Riverway. The race offers two distances, 8K and 16K, inviting runners of varied experience to tackle woodl..

Among the Trees on Oct 25 in Dousman WI invites trail runners to tackle 50k or 100k routes on Scuppernong and Ice Age Trail loops. Finishers get to brand a wooden medal with optional finish time for a memorable keepsake.

Experience a scenic point to point 50 mile road ultra through Door County fall foliage from Gills Rock to Sturgeon Bay with solo and relay entries. Enjoy hearty aid stations, a warm finish tent and a winter beanie for finishers.

Icebox 480/240 is a timed loop challenge at Whitetail Ridge in River Falls, WI. Choose a 4 hour or 8 hour window and see how many laps of the scenic 5 mile single track you can complete, with aid stations and a shorter final loop.

Elver Park Trail Run is held at Elver Park in Madison, WI. The event features 10K, 5K Run/Walk, and a free 1K Kids Fun Run led by a friendly animal. All races begin and end behind the Main Shelter; the 5K uses the western half while the 10K..

Bristol Woods Trail Run takes place in Bristol, Wisconsin at Bristol Woods County Park, hosted at the Pringle Nature Center (9800 160th Ave). The event offers a 5K Trail Run and a 2 Mile Walk, plus junior versions for participants 18 and un..

The Buck Rut Run is a 5K trail race held at Minocqua Winter Park in Minocqua, Wisconsin. This marks the event’s 30th edition. The course runs through the park’s trail system, offering a forested, scenic route (course map available).Early fe..

Warrior 5K & 8K...Through The Park is a fall trail running event held at Greenfield Park in West Allis, Wisconsin. The weekend offers a 5K Run, 8K Trail Run, a 2.25 Mile Walk, and team options for the 5K and 8K, with cross-country-style sco..

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 Wisco..

Test your grit at NCTRaces: 15x, a last runner standing challenge on the North Country Trail in Solon Springs WI. Run a one mile out and back every 15 minutes while helping raise funds for trail projects.

Event overview 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 gua..

Join the PRO Mixed XC Relay at Mitchell Park in Brookfield on Nov 9, a four leg mixed relay with each teammate running a 3K in male female male female order. Open to clubs and individuals with Youth, High School, Open and Masters divisions.

Event overview The Fast Eddie 50k/5k takes place on Saturday, November 15, 2025, at Lapham Peak in Delafield, Wisconsin. The event includes the following distances: 50K 5K The location listed is W329 N, 846 County Trunk Hwy C, Delafield,..

The Abominable Trail Race is an exciting autumn trail running event held annually at LG Ziplines and Adventures in Lake Geneva, Wisconsin. It features three race distances: 5K, 15K, and 30K, with the 30K available for individual runners or..

Join the Bucks & Does 13.1 Pointer on November 15, 2025 in Nashotah Park for scenic wood chip trail races including a half, 10K, 5K and a kids Bambi Run. Enjoy shaded paths, chip timing and a unique finisher woodle.

Run the peaceful Glacial Drumlin State Trail at the Quiet Silence 50k in Lake Mills, WI, with 50k and 25k routes on crushed gravel. This timed race awards top finishers and asks runners to keep quiet for nearby neighborhoods.