Trail Running calendar near New Berlin 2026-2027

A Thanksgiving 5K on the Green Bay Trail at Winnetka Train Station featuring rolling start waves, a family division, packet pickup before race day, post-race refreshments, and support for local charities.

Regional cross country championships in Kenosha, WI on November 28, 2026, featuring multiple 5K races and a 3K youth event. Top finishers in the championship race can qualify for the Brooks XC National Championships in San Diego.

A public cross country race in Evanston with three all-grass loops, team and individual scoring, included long-sleeve race shirt, and a post-race awards cookout; entry fees vary by registration date.

Dog-friendly trail event at Lake Geneva with a 4 mile loop or two loops for 8 miles, Canicross and solo entries, on-course drinks, finish gifts, and awards for top dog teams.

Quiet Silence is a winter evening out-and-back trail event in Lake Mills, WI offering 16 and 31 mile distances on a flat crushed-limestone rails-to-trails course. Aid stations, drop bags, cupless aid, and mandatory safety lights are require..

A winter trail series at Dick Young Forest Preserve in Batavia featuring 5K, 8K, and 10K races on separate dates in early 2027, with combined registration and a series swag reward program.

A winter obstacle race at Lake Geneva Ziplines & Adventures on January 30, 2027 offering distances from a kids loop to a 20K Yeti Challenge; fun heats allow optional obstacles while a competitive division awards cash prizes. All in-person f..

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.

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.

Trail runs in Greenbush, Wisconsin along the Ice Age Trail offering 50K and 25K with transportation to the start, aid stations, and post run refreshments. The event is organized as a run rather than a race.

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 lap-based trail event in Palatine, Illinois on April 24, 2027 offering 50 Miler, 50K, 25K and 5.5 Miler races with one aid station at the start/finish and a 7pm cutoff.

Flat out and back half marathon and 10K on the limestone Great Western Trail with a 25 plus year history and proceeds supporting local mental health charities.

A trail event in Belleville, WI on May 29, 2027 featuring 50 mile, 50K and half marathon options on flat rail trails with aid stations and free post-race food.

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.