Trail Running calendar near Madison 2026-2027

We have found 29 Trailruns within 80 miles of Madison. See below where and when you can find the races.

Tour de Dodge stages 50K, 27K and 10K trail races at Governor Dodge State Park on March 7, 2026, with multiple aid stations and finisher medals. Proceeds support local conservation groups and organizers note the event runs in all weather.

Zip Thaw is a spring canicross event on the scenic, wooded trails of Lake Geneva Ziplines and Adventures. Choose a 4 or 8 mile course to run with your dog using approved harness gear. Enjoy post run refreshments indoors and receive a finish..

Event Overview Tour de Trails is a series of four winter trail runs held on Saturdays from December 2025 to March 2026. Each race is held at a different forest preserve or park in the Rockford, Illinois area. Participants can register for i..

Trailbreaker in Waukesha on March 29, 2026 offers marathon, half, 10K, 5K, walk, ruck events, a Kiddos 1K, and The RAD, with proceeds supporting the Park Foundation and courses on local trails including the Glacial Drumlin.

May 2026

A trail race at Donald County Park in Mount Horeb on May 2, 2026, offering 5 km, 15 km and a Kids One Mile Fun Run; chip timing, aid stations, awards, and proceeds benefit Friends of Donald Park for trail maintenance.

Trail run in Dubuque on May 2, 2026 offering 5K, 10K and half marathon distances. The event features marked trails, basic timing, a custom bib, a rotating race item, and post-race food; series entry includes a series gift.

The Conservation Chase is a trail running event at Lapham Peak State Park supporting local conservation. Choose from distances including a half marathon, 10K, 5K, and ruck or walk options. It's a cupless race with proceeds benefiting the Ta..

Out and back trail races of 50 miles, 50K and half marathon on the Badger and Sugar River State Trails near Belleville, WI. Flat, soft rail trail with trestle bridges, scenic vistas and a 1/4 mile tunnel; generous cutoffs and aid stations.

June 2026

A trail run at Blue Mound State Park on June 6, 2026 offering 10K and 18K courses over varied single-track and ski trails; proceeds benefit the Friends of Blue Mound State Park.

A multi-distance trail event near LaGrange, Wisconsin on June 13–14, 2026, featuring 100% trail courses and a lottery entry system. Distances range from 50K to 100 miles and the 100 mile finish in 30 hours qualifies for Western States.

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

July 2026

A cross-country event in Williams Bay featuring a 5K run/walk and a children's quarter mile walk/run. The course follows grass trails through hills, woods and prairie, with parking and restrooms provided.

Event Overview The DWD Devil's Lake is a trail running event scheduled for July 11, 2026. It takes place at Devil's Lake, an area noted for its geological features formed in the ice age. The event is located in Baraboo, Wisconsin, just nort..

August 2026

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.

Trail races at Mines of Spain near Dubuque include 4 mile, 7 mile and half marathon distances on varied singletrack and prairie trails, with aid stations, cup free practices, shuttle service and age group awards.

This annual community event in Sun Prairie features a 5k race and a kids' fun run, with a course on neighborhood bike paths. Proceeds go directly to support the local high school cross country team.

Run The Hawk is a looped trail event at Blackhawk Ski Club near Middleton, WI offering 3, 6 and 12 hour lap challenges on a 2.25 mile loop and a shorter 1.7 mile fun run. The course features steep climbs, single track and a spring pool.

September 2026

Course and Terrain The Echo 136 is a 136-mile ultramarathon that uses the Ice Age State Trail. The course travels north from the Southern Unit of the Kettle Moraine State Forest near Whitewater, Wisconsin. The terrain includes wide groomed..

October 2026

Run or walk the Fall into Fall Trail 5k in Janesville on October 3, a scenic timed trail through wooded dirt paths with beautiful fall views. Stay for live music, food trucks, beer and wine tasting and raffles; register by Sept 15 to guaran..

A multi-distance trail event at Mirror Lake State Park on October 3, 2026, with a kids mile, 5K, 10K and half marathon; chip-timed races, cupless aid, park trail terrain and post-race s'mores while raising funds for park projects.