Wisconsin
Wisconsin Trail Running Calendar 2026-2027
Explore the best trail runs in Wisconsin for 2026-2027! Our updated list features 82 exciting trail runs across the region. Find your next trail run in Wisconsin below and join the trail community at these great events!
November 2026
Trail runs and a 2.25 mile walk through rolling park trails and wooded sections in West Allis.
A trail event at Pringle Nature Center on November 7, 2026 offering a 5K run and 2 mile walk with fees supporting environmental education.
24 hour treadmill event by the Snowdrop Foundation at Crunch Fitness in Appleton honoring children on the H.O.T. unit and supporting families affected by pediatric cancer.
Trail races at Elver Park in Madison on November 7, 2026 include 10K, 5K, and a free 1K kids fun run with marked courses and a post-race social.
A fall trail event at Tower Ridge in Eau Claire on November 8, 2026, featuring 5K, 10K and a new 15K Yeti Challenge. The race includes a post-race lunch, awards, door prizes and refreshments.
Test your endurance at Palmer's Landing in Solon Springs with a 1 mile single track loop that must be completed every 15 minutes until only one runner remains.
On 11/14/2026 the Abominable Trail Race at Lake Geneva Ziplines & Adventures offers 5K, 10K, 15K and 30K courses plus 2, 3 or 4 person 30K relays on forest trails, with water stations, race shirt, finisher medal and free action photos.
Bucks & Does 13.1 Pointer is a multi-distance running, walking, and ruck event at Nashotah Park on 11/14/2026. Distances range from a youth Bambi Run to a 13.1 Pointer, and every finisher receives a wooden finisher medal.
Thanksgiving morning 5k in Amery, WI presented by Brightside Running, with adult and youth divisions and separate registration fees.
Regional cross country meets in Kenosha WI on November 28, 2026, with high school championship 5Ks, a youth 3K, and an open 5K; top 10 advance to Brooks XC Nationals.
December 2026
A winter trail event at Governor Dodge State Park offering 50K, 25K and 15K routes on mixed horse and prairie trails with marked courses and multiple aid stations.
A winter map-and-compass adventure race in Merrill, WI on December 5, 2026 with 3-hour and 6-hour formats for solo racers and teams.
Experience a technical trail race in Lake Geneva featuring 4 and 8 mile distances designed for both solo runners and Canicross enthusiasts with their dogs.
Embrace the winter night on a flat rails to trails course in Lake Mills with 17.5 or 31 mile distances and a unique quiet atmosphere.
January 2027
A winter human powered event on the Tuscobia and Wild Rivers State Trails in Northern Wisconsin offering 80 mile one way and 160 mile out and back courses.
Snowshoes required for the January 23 2027 Phillips Flurry at Phillips School Forest, offering in person and virtual 5K and 10K races plus a kid 1K.
Conquer a winter obstacle course in Lake Geneva with distances ranging from 5K to 20K plus a dedicated kids race and a festive basecamp with fire pits.
February 2027
A winter 5 km snowshoe race in Eagle River, Wisconsin on February 6, 2027, held at Ripco Road Park Unit with early and later entry fees and free entry for under 18s.
A winter timed ultra in the Southern Kettle Moraine Forest offering 6, 12 and 24 hour loop options for solo runners and relay teams. The field is limited to 160 participants and the 6 hour option is available in AM and PM waves.
April 2027