Trail Running calendar near Baraboo 2025-2026

We have found 25 Trailruns within 80 miles of Baraboo. See below where and when you can find the races.

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.

The Guv'nor Frozen 50 at Governor Dodge State Park on December 6, 2025 offers 50K, 25K and 15K on scenic winter single track with plenty of climb. Enjoy well stocked aid stations and help support the Driftless Trail project.

January 2026

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.

February 2026

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..

March 2026

Explore scenic, varied trails at Governor Dodge State Park with the Tour de Dodge, offering 50K, 27K and 10K distances on March 7, 2026. Expect well marked courses, aid stations, and postrace photos and results from the Driftless Trail Coll..

April 2026

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 11 April 2026. You can run between 5 and 10 kilometers.

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..

May 2026

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.

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.

The Wisconsin Trail Series will take place in Oconomowoc on Sunday 10 May 2026. You can run between 5 and 10 kilometers.

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..

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.

June 2026

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.

The Wisconsin Trail Series will take place in Oconomowoc on Sunday 14 June 2026. You can run between 5 and 10 kilometers.

Take on rolling hills and changing trail footing along a scenic Ice Age Trail section at Rice Lake Nature Trail in Whitewater, WI on June 20, 2026. Choose 10K, half marathon or 50K for a rewarding summer trail challenge.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 27 June 2026. You can run between 5 and 10 kilometers.

July 2026

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.

August 2026

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 1 August 2026. You can run between 5 and 10 kilometers.

September 2026

Join Goose Bumps in Stoddard, WI a fundraiser by River City Running Club with timed loop 6 hour and 24 hour options for runners and walkers of any distance. Enjoy an aid station, post race meal, games and the chance to log big miles.

The Wisconsin Trail Series will take place in Oconomowoc on Saturday 19 September 2026. You can run between 5 and 10 kilometers.