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Trail Running Calendar near East Troy 2026-2027

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Explore the top trail runs near East Troy for 2026-2027! We've gathered 29 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Tough Mudder Chicago on August 29, 2026 at Richardson Adventure Farm offers 5K, 15K and an 8 hour Infinity course with multiple obstacles and a Mudder Village.
September 2026
Timed ultrarunning at Lapham Peak State Park with 24, 12 and 6 hour options plus a distance division for marathon and longer targets. One mile loop, chip timing, an aid station, and a cupless refill policy.
A 136 mile trail ultramarathon in Whitewater Wisconsin along the Ice Age State Trail with nine stocked aid stations and about 11,148 feet of elevation gain.
A 10th annual farm-based 5k trail run and family day in Fort Atkinson, WI supporting A-T research with in-person and virtual participation options.
Backyard Nonsense on September 26, 2026 at Richard Bong State Recreation Area offers 24 hour and shorter timed trail races, including a Backyard 12 loop format.
Join this trail event at Minooka Park featuring half marathon 10K and 5K distances. Participants can choose between running walking and rucking on a scenic course with shaded trails and a notable hill challenge.
October 2026
A fall trail event at Lapham Peak State Forest featuring timed 5K and 10K runs, accessible walk options, and a free 1K Smokey Bear run for children age 10 and under; participant shirts, awards, and post-event treats are included.
Community running, rucking, and family walking event on October 10, 2026 in Oconomowoc, with proceeds supporting children with special needs.
A loop-based trail ultra in Eagle, Wisconsin offering 6, 12 and 20 hour formats for solo runners or relay teams up to four people, set on three mapped autumn loops through the Southern Kettle Moraine Forest.
A family friendly fundraiser at Petrifying Springs Park offering 1 mile and 2.25 mile options to support Rey de Reyes Ministry in Guatemala with virtual participation available.
Trail race in Crystal Lake on October 17, 2026 with 5 and 10 mile courses through Veteran Acres and Sternes Woods, race shirt and finisher medal included.
National Sweetest Day at Nashotah Park on October 17, 2026 offers running, walking, and ruck events from a kids 1K to a half marathon. Entry fees vary and several events include post race treats.
Autumn race at Richardson Adventure Farm in Spring Grove with a 10K, two 5K options including a 250 turn corn maze, and a 1 mile family adventure, plus finisher medals.
Experience the historic Ice Age Trail during this autumn ultramarathon in the Southern Kettle Moraine Forest. Choose between 50k and 100k distances featuring on site branded wooden medals and scenic fall colors.
November 2026
A multi-distance trail event in Southern Kettle Moraine State Forest offering ultra distances, a 50K and a 15K Fun Run, with aid stations, pacing rules, finisher awards, and proceeds funding forest projects.
A community running event in Fort Atkinson offering a 12k trail-road course, a 5k neighborhood run, and a 1 mile walk/run with proceeds supporting local and international projects.
Trail runs and a 2.25 mile walk through rolling park trails and wooded sections in West Allis.
A 5K trail run and 2 mile walk at Bristol Woods County Park supporting Pringle Nature Center environmental education, with youth pricing and event shirts.
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.
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