Trail Running calendar near Baraboo 2025-2026

Run the Bucks & Does 13.1 Pointer through scenic wood chipped trails at Nashotah Park with a half marathon, 10K, 5K and a free Bambi Run for kids. All finishers receive a custom finisher woodle and can warm up with a free hot chocolate bar.

Run the inaugural Fast Eddie 50K or the popular 5K at Lapham Peak, enjoying scenic woodland loops and rolling trails. All entry proceeds benefit the Little Warrior Foundation supporting children facing cancer.

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.

Guv'nor Frozen 50 is a winter trail run at Governor Dodge State Park with 50K, 25K and 15K over mixed single and double track, dirt paths and prairie. Bring high visibility orange for hunting season and your own bottle.

Take on the Whitewalker Ultra 100k in Palmyra WI, a two loop 100k over scenic Ice Age Trail and Scuppernong trails. Expect rugged single track, aid stations on course, and a 24 hour finish limit for a true winter challenge.

Run or skate across frozen Lake Mendota at the Frozen Assets 5K, starting and finishing at The Edgewater hotel. Enjoy skyline and UW campus views while taking part in a chilly festival favorite, with options for walkers, runners, and skater..

Join the ARKTOS winter ultra in Dousman, WI, a looped trail challenge where you run as many laps as you can in 6 hour, 12 hour or 20 hour windows. Solo and relay teams enjoy warming shelters, hot drinks and a post race meal.

Run the Sap Run Scramble at Embark Maple Farm, a 5K through maple woods with maple snack stops or a Last Person Standing lap challenge. Expect rugged, muddy trails, wood fired pizza, live music and sugarhouse tours.

Experience early spring trails at the Iola Spring Trail Race in Iola, Wisconsin with a flowing 5k or a bold 15k that climbs to the ski jumping hill. Expect singletrack and ski trail terrain, post race food in the Chalet and a free kids 1k i..

Run rolling prairie, single track and sandy hills at the Donald Dash in Donald County Park near Mount Horeb, WI. Choose 5 km or 15 km and support Friends of Donald Park as proceeds fund trail upkeep.

Test your limits on scenic loops through Southern Kettle Moraine at the Prickly Pine Jackpot 24 Hour in Dousman, WI. Choose 3, 6, or 9 mile loops for 6, 12 or 24 hour solo and relay races and chase a cash jackpot for top finishers.

Run scenic trails in Yellow River State Forest on May 8 and 9, 2026 with 5K, 10K and half marathon options. Family friendly Friday 5K allows leashed dogs and Dirty Double entrants get a hand crafted race mug.

Rumble on the Ridge is a Last Person Standing run where runners repeat The Drifty Mile loop of about 1 to 1.25 miles with 250 ft of climb and a 20 minute cutoff. The course changes yearly and direction flips every four hours.

Join the Sugar Badger 50/50 and Half in Belleville, WI for flat, scenic out and back runs on the Badger State and Sugar River State Trails with 50 mile, 50K and half marathon options. Expect trestle bridges, a quarter mile tunnel, aid stati..

Take on the Dormie Challenge in Stevens Point, WI on May 30, 2026 with 6 or 12 hour timed ultra options on a scenic loop around the UW Stevens Point campus. Limited to 125 runners, the nonprofit event supports the UWSP cross country team.

Run the Tomorrow River Trail Half Marathon from Plover to Amherst, Wisconsin, with over nine miles on a scenic river trail and a festive finish at Central Waters Brewing Co. Trail views and brewery celebration await.

Kettle Moraine returns June 13 and 14 2026 in LaGrange Wisconsin, offering 100 mile, 100K and shorter trail distances with plenty of Ice Age Trail scenery. The 100 mile serves as a Western States qualifier, making this a prime summer ultra.

Run the scenic Ice Age Trail near Rice Lake in Whitewater, Wisconsin on June 20, 2026. Choose a 10K, 21K half marathon or 50K and tackle varied, rewarding single track through classic summer forest scenery.

Experience Dances with Dirt Devil's Lake, a midsummer trail run on scenic glacial terrain near Baraboo, Wisconsin. Choose distances from 10K to 50 miles and enjoy aid stations, a finisher medal and post race food and a cold brew.

Test your limits at Last Dot Standing and the 24 hour and 48 hour races in Belleville, WI September 18 to 20, 2026. Run the scenic out and back course, chase mileage buckles and cash prizes in this endurance festival.