Wisconsin
Wisconsin Trail Running Calendar 2026-2027
Explore the best trail runs in Wisconsin for 2026-2027! Our updated list features 83 exciting trail runs across the region. Find your next trail run in Wisconsin below and join the trail community at these great events!
April 2027
Seven trail races in the Kettle Moraine Forest near Eagle, Wisconsin running April 24 to October 16, 2027 with full series and per race registration options.
May 2027
Trail races at Donald County Park offering 5 km, 15 km and a Kids One Mile Fun Run with proceeds supporting Friends of Donald Park for trail maintenance.
Multi-duration ultrarun in Kettle Moraine State Forest with three loop options, Jackpot prizes for 24-hour solo and relay, on-site camping, and event-specific swag.
Trail event in Sylvan Park, Wausau (May 7–9, 2027) with a repeated 4.167 mile loop, solo and double options, a Limitless format, and a free kids race.
Historic Wisconsin trail ultramarathon on glacial terrain offering 50 miles, 50K and a half marathon; registration opens December 13, 2026.
Trail races in Minong WI on May 8 2027 offering 87K, 62K, 25K and 10K over crushed gravel, ATV trails and county roads with multiple aid stations.
A community fundraising run and walk on May 8, 2027 in Richland Center offering distances from a 1/4 mile kids run to a 3.5 mile trail event.
Trail race at Willow River State Park offering 10 mile and 20 mile loop options on grass and gravel single track with aid stations and a cupless policy.
Rumble on the Ridge is a backyard ultra style last person standing race near Arena, Wisconsin, run on a 1 to 1.25 mile loop with 20 minute laps. The course reverses direction every four hours and includes 250 to 300 feet of elevation gain per lap.
A chip timed 5k run/walk at Wild Mountain Winery on May 16, 2027, with race swag, a wine pour at the finish, and age group awards. The two-lap course runs through vineyards and scenic trails with uneven sections and short steep inclines.
A 13.1 miles point to point race from Plover to Central Waters Brewing Co with about 9.5 miles on crushed limestone trail through Wisconsin farmland and tree alleys.
Timed 12 hour and 6 hour ultra runs on a one square mile loop at UW Stevens Point with a 100 runner limit and proceeds benefiting UWSP Cross Country and local trails.
Out-and-back trail event in Belleville, Wisconsin offering 50 mile, 50K, and Half Marathon distances on the Badger and Sugar River rail trails with regular aid stations.
Trail event on May 29, 2027 at Scuppernong Trailhead offering 50K, 30K and 10K loops with a stocked aid station and a cupless policy.
Trail running in Cable, WI with 5K, 10K and half marathon options on narrow, technical singletrack through Bayfield County Forest.
June 2027
A three-night trail series at Iola Winter Sports Club with monthly 5K races, a free kids 1K, a vertical hill challenge, and a points-based raffle.
Trail run at Crossroads at Big Creek Nature Preserve offering 2K, 5K and 10K routes with chip timing, local prizes, tree giveaways, and race day services.
Trail races on the Ice Age Trail near Whitewater Wisconsin offering 10K, half marathon and 50K on rolling hills and varied singletrack.
Two-day hiking event in Northern Kettle Moraine State Forest with 20- and 30-mile single-circuit routes, aid stations, finisher medals, and on-site parking.
July 2027
Kishwauketoe 5K Run / Walk in Williams Bay featured a 5K and a quarter mile kids run, with 280 finishers and community volunteers restoring trails after a storm.