Trail Running calendar near Baraboo 2025-2026

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..

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..

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.

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..

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,..

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.

Event overview The Guv'nor Frozen 50 takes place on December 6, 2025 at Governor Dodge State Park, Twin Valley Picnic Area, Dodgeville, WI. Distances offered are: 50K 25K 15K Parking requires a park pass; self-service kiosks are available..

Whitewalker Ultra 100k is a self-supported ultramarathon held in Palmyra, Wisconsin, starting at Emma Carlin Trailhead. The course comprises two 50k loops, first looping west on the Ice Age Trail to Whitewater and back, followed by a second..

The Frozen Assets 5K Run/Walk is a unique winter event held in Madison, Wisconsin, where participants run or walk entirely on the frozen surface of Lake Mendota. The 5K course offers scenic views of downtown Madison and the University of Wi..

ARKTOS : February 28 to March 1, 2026 ARKTOS is a winter trail ultra held in Dousman, Wisconsin (Southern Kettle Moraine Forest). The event offers timed-loop formats in three durations. The race is open to solo runners and relay teams of up..

Run a rugged 5K through maple woods in syrup season, following ribbons across steep logging roads and deer paths. Pick the Foodie 5K with maple snack stops and post race wood fired pizza and live music or the Last Person Standing challenge.

The Prickly Pine Jackpot 24 Hour Solo/Relay is an endurance running event held in the scenic Kettle Moraine State Forest near Dousman, Wisconsin. Participants can choose from multiple race options including 6-hour, 12-hour, and 24-hour solo..

The Donald Dash Trail Run is a popular trail running event held at Donald County Park in Mount Horeb, Wisconsin. It offers two race distances: a 5K for beginners and a more challenging 15K for experienced runners. The course features divers..

The Friends of Yellow River State Forest Trail Run/Walk is an annual event held in Harpers Ferry, Iowa, featuring multiple race distances including a family-friendly, fast, and flat 5K on Friday evening, followed by a 5K, 10K, and half mara..

Rumble on the Ridge is a Last Person Standing loop race at a private Arena farm featuring a rugged 1 to 1.25 mile loop with big climbs. Run a lap every 20 minutes until one runner remains, with crew space, hot food and Saturday camping.

Run 50 mile, 50K, or half marathon on scenic flat rail trails in Belleville on May 23, 2026. Enjoy trestle bridges, a quarter mile tunnel, generous cutoffs and post race pizza, beer and swag for finishers.

The Dormie Challenge: 12-Hour and 6-Hour Ultra Marathon The Dormie Challenge takes place on Saturday, May 30, 2026, in Stevens Point, Wisconsin. The event offers two timed ultra marathon options: 12-hour and 6-hour. The course is a 1.01-squ..