Trail Running calendar near Lake Geneva 2026-2027

Trail races at Oakhurst Forest Preserve in Aurora, Illinois, the series includes 5K, 8K, and 10K events in early 2027 with a single registration and series swag rewards; the 8K fee is $65.00.

A winter timed ultra in Dousman, Wisconsin offering 6, 12, and 24 hour options for solo runners or relay teams of up to four, set in winter woods and on a frozen lake with warming shelters, hot drinks, a meal, and finisher items included.

Early-season trail races at The Forge in Lemont, Illinois, on wooded single and double track trails with mud, roots and gravel. Distances offered are 13.1 miles and 6.5 miles with technical singletrack sections.

A 10K trail race at Hickory Knolls Discovery Center in St. Charles, IL with a $70 entry fee. The race is part of a winter series that also includes a 5K and 8K and uses a single registration page.

A looped trail event at Lowell Park in Dixon, IL on March 27, 2027 offering 33.75, 22.5, and 13.5 mile timed races plus a team relay, alternating 2.25 mile loops with on course aid and finisher items for those who complete within limits.

Trailbreaker returns to Waukesha on April 4, 2027 with races from a 1K kids run to a full marathon, plus ruck options and a walk. Proceeds support the Park Foundation of Waukesha and local parks and recreation.

A looped ultrarunning event at Deer Grove Forest Preserve west in Palatine, IL offering 50-mile, 50K, 25K and 5.5-mile races on mostly wide, nontechnical trails. The course uses 5.5-mile laps with one aid station at the start and finish.

Trail races at Donald County Park include 5 km, 15 km and a Kids One Mile Fun Run across prairie, single-track, sand and bridges. Proceeds support Friends of Donald Park for trail maintenance and repair.

A flat out and back half marathon and 10K on the limestone Great Western Trail, organized by Fox River Trail Runners, with part of registration fees donated to three local mental health charities.

Trail marathon and 10 mile on the Sag Valley Trail at Cap Sauers Nature Preserve in Palos Hills, IL, with wide horsetrail, notable elevation gain, and staffed aid stations along the routes.

The Frontline OCR will take place in Byron on Saturday 22 May 2027. You can run between 5 and 10 kilometers.

Trail races in Belleville, WI on flat rail trails with 50 Miler, 50K and Half Marathon options. The course includes trestle bridges, scenic views and a quarter-mile tunnel; organizers list aid stations, free photos, pizza and beer.

A timed long distance walking event at Alpine Valley, Elkhorn, WI on October 9, 2027 offering 7, 14, 21, and 28 mile loops, optional weighted vests, and a 10 hour finish limit.