Trail Running calendar near La Grange 2026-2027

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.

Trail runs and a walking option use a rolling park course that starts at the southwest corner and returns through woods, service road, and open sections with occasional rough footing and visible seasonal foliage.

Trail running at Camp Big Timber in Elgin, IL on November 8, 2026, featuring 3 and 5 mile perimeter courses with a creek crossing. A kids fun run and a pancake breakfast are included, and proceeds support local youth organizations.

Explore the forest trails and hills of Lake Geneva at this multi distance trail event. Choose from several individual races or join a team relay for a day of outdoor activity and festival atmosphere.

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.

A community Turkey Trot through Atwood Park near 5k with chipped timing, common trail obstacles and door prizes. No GPS or timing devices are allowed and donations are collected for local causes.

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 meet in Kenosha, WI on November 28, 2026, featuring multiple 5K championship races, a youth 3K, and team pricing with qualification spots to the Brooks XC Nationals.

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.

A winter trail event at Governor Dodge State Park on Dec 5, 2026 offering 50K, 25K and 15K over horse trails, single and double track with multiple aid stations, cup-less hydration, and specific pacer and crewing rules for the 50K.

A canicross-focused event at Lake Geneva with 4-mile loops (option to double for 8 miles), technical single-track trails, dog-specific awards, on-course hydration refills, and rules to protect the venue and wildlife.

A night trail event in Lake Mills WI with 16 mile and 31 mile out and back options on flat crushed limestone. Winter trail conditions vary and aid, drop bag rules, and required lights and reflective gear differ by distance.

A winter trail series at Dick Young Forest Preserve in Batavia, Illinois featuring 5K, 8K and 10K races across January to March 2027, with centralized registration and series swag rewards.

A winter obstacle race at Lake Geneva offering 5K, 10K, a 20K Yeti Challenge, a kids course, team packs and a virtual option. Fun heats allow skipping obstacles while the Elite division requires full obstacle completion for podiums.

Part of the Fox Valley Winter Challenge Trail Series, the 8K takes place at Oakhurst Forest Preserve in Aurora on February 20, 2027. Registration is consolidated for the series and includes options for series swag.

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 on March 14, 2027. The 10K is part of a winter series with 5K and 8K races and has a $45 registration fee.

A point-to-point trail run in Greenbush, WI on April 3, 2027, offering 50K and 25K options along the Northern Kettle Moraine Ice Age Trail with on-course aid, post-run refreshments, and transportation from the finish to the starts.

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 trail event at Deer Grove Forest Preserve near Palatine, IL on April 24, 2027, offering 5.5 mile, 25K, 50K and 50 mile distances with a single aid station at the start and a playful, community-focused atmosphere.