Trail Running calendar near Baraboo 2026-2027

Trail races at Yellow River State Forest on May 8 and 9, 2026 offer 5K, 10K and half marathon distances on existing trails, with timed results, age group awards, and a Dirty Double combined entry option.

A long running Wisconsin trail ultramarathon that winds through forests, rocky ridges and glacial landforms. The event offers 50 miles, 50K and a half marathon and typically sells out quickly.

A Last Person Standing ultrarun on a farm near Arena, WI, run on a 1 to 1.25 mile loop with about 250 to 300 feet of climbing per lap. The course changes yearly, reverses every four hours, and continues until one runner remains.

A low-impact, no-frills running event in Delafield, WI that highlights Lapham Peak State Park and raises funds for Tall Pines Conservancy. Races range from a Half Marathon to a free kids 1K.

Big Climb Wisconsin on May 16, 2026 in Madison is a team-based stadium climb that features stairs, ramps, and concourses. The event honors patients and survivors and awards participants a finisher medal while supporting efforts against bloo..

Four monthly timed trail races at Hixon Trails in La Crosse, Wisconsin, held between May and August 2026. Each race covers 4.25 Miles; single race fee is $25 and the all-races option is $75.

An out and back on the Badger State and Sugar River rail trails in Belleville, WI on May 23, 2026, offering 50 mile, 50K and half marathon options with aid stations, photos, pizza and beer provided.

The Dormie Challenge is Portage County's first ultra marathon on May 30, 2026 at UWSP campus in Stevens Point. It offers 12 hour and 6 hour endurance events with limited fields, aid stations, timing, and medical support.

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.

A three-night trail series at Iola Winter Sports Club featuring a 5 km trail race, a free 1 km kids race, and a vertical jump challenge each night. Participants earn points that become raffle tickets drawn at the final night.

Blue Mound Trail Run on June 6, 2026 in Blue Mound State Park features 10K and 18K trail races on single-track and ski trails, and serves as a fundraiser for Friends of Blue Mound State Park.

An annual June endurance trail event featuring 100 mile, 100k, 50k and 38 mile options on mainly Ice Age Trail terrain. Entry for 2026 is by lottery with an ordered waitlist and early invites for rollovers and volunteers.

A Spartan Trail event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 50K, half marathon and 10K, and the trail terrain ranges from smooth to technical.

An overnight timed 10 hour trail run at Millville Bridle Unit in Prairie du Chien, WI, on a 5.25 mile loop. Limited to 75 runners with one aid station and an emphasis on a joyful, supportive, inclusive atmosphere.

A family-friendly, mud-filled 1.5-mile trail run at Whitetail Ridge with 10+ obstacles, commemorative swag for registrants, food and kids' activities, cold outdoor showers, and free parking.

A trail running event at Devil's Lake near Baraboo, WI on July 11, 2026, offering distances from 10K to 50 miles, marked courses with aid, post-race food and a finisher medal.

A prairie trail run and walk at Lapham Peak State Forest on July 11, 2026 that raises funds for prairie management, offers awards and shirts for early participants, and includes merchandise, seed sales and on-site food.

MSRC XC 5k Classic is a cross country race at Verona Area High School on July 12, 2026. It includes a 5k and a 1.6 mile kids race, team scoring for teams of five runners, and awards across multiple age and team categories.

A 10K walk/run on August 1, 2026, through the Nordic Trail System in Kettle Moraine State Forest with water refill stations, trail snacks, a cup-less policy, and donations supporting The Salvation Army.

A trail event in La Crosse, Wisconsin featuring a timed 4.15 mile loop where each runner has up to one hour to finish. Entry options include individual, 2 to 3 person teams, 4 to 6 person teams, and a single-lap entry.