Trail Running calendar near Westboro 2026-2027

The Squirrel Hill Loopy Loppet is a festive end-of-season cross-country ski race in Minocqua. Choose a 6 km or 12 km course in either skate or classic technique, with costumes encouraged. Awards, a post-race meal, and a youth race follow th..

The Chippewa Trail Races are held on the scenic Ice Age Trail in New Auburn, Wisconsin. The event features four trail distances, from a 10K to a 50K, showcasing lakes, forests, and rolling terrain. All finishers receive a commemorative prin..

Trail run and walk in Cable on rolling single track through Bayfield County Forest, with 5K, 10K and half marathon options plus age group awards and local homemade bread and jam for all participants.

A half-marathon on May 31, 2026, starting in Plover, WI and finishing in Amherst at Central Waters Brewing Co., with over nine miles on the Tomorrow River Trail. T-shirt size guaranteed for registrations completed by May 3.

The Jack Lake Crazy Eights Trail Run will take place in Deerbrook on Saturday 6 June 2026. You can run 10 kilometers.

Run a half marathon, a 5K run or walk, or a 1K kids Cubbie Run in Minocqua on June 27, 2026. Most of the course follows the Bearskin Trail and proceeds benefit the Lakeland Pantry.

An evening trail race at Nine Mile County Forest using a 5K lap format to offer 5K, 10K, and 20K options on single-track and ski trails; lights are required since the run begins at sunset. Kids events take place the following day.

Underdown Trail Races The Underdown Trail Races are grassroots trail runs and mountain bike races. They take place in Merrill, Wisconsin on the Underdown Trail system. The location is 6 miles off Highway 51. The running event offers three d..

A small-field ultramarathon on the Ice Age National Scenic Trail in Chequamegon-Nicolet National Forest near Westboro, WI, offering 100 mile, 100k, and 50k options with camping add-ons and a multi-tier rollover policy.

Ragnar Trail Wisconsin is a two-day team relay on September 18-19, 2026, at Nine Mile Forest near Wausau. Teams of 2 to 8 runners tackle 117 miles of forested single-track trails. The event features a central campsite village with bonfires,..

On September 26, 2026 the Birkie Trail Run in Cable, WI offers marathon, relay, half marathon, Nordic Trek, a new 10K, 5K and kids races. Courses mix ski trail, singletrack and Mt Telemark terrain with race-day swag and aid stations.

The Red Yeti Rampage is a fall trail run at Tower Ridge in Eau Claire. Choose from 5K, 10K, or the new 15K Yeti Challenge, all starting at the Chalet. A post-race lunch, awards, and refreshments are included.