Trail Running calendar near Westville 2025-2026

Run the Fox Valley Winter Challenge 10K at Hickory Knolls in St. Charles on Mar 22, 2026, over mixed trails and rolling climbs to test your pace. Finishers earn winter swag and a medal, plus extra gear for completing the series.

Save the Drama for your Llama 6 Hour Trail Run invites runners to log as many 1.7 mile loops as possible at Luhr County Park during a lively six hour timed challenge. All are welcome on land stewarded by Indigenous nations.

Run 10K, 25K, 50K or 50 Miler loops at Deer Grove Forest Preserve West in Palatine. Mostly wide non technical trails, a single aid station, pacers allowed for 50 Miler after four loops, and on course shenanigans promise a fun day.

Run scenic trails at Teason's Woods in Palos Hills on May 9, 2026 with marathon or 10 Mile options over rolling terrain and shared two way trails. Enjoy event apparel, a wooden sunflower medal for finishers, plus post race chili and beer.

Join the JH Memorial 5 Mile Trail Run on May 25, 2026 at Stoney Run Park for a rugged trail with marked turns, a water station, and an optional pond crossing. Finishers receive snacks, medals for top places, and a free water bottle.

XTERRA DINO Northern Indiana unfolds near South Bend, Indiana, at the Orchard Shores Picnic Area in North Liberty. Scheduled for June 20, 2026, the race is part of the XTERRA World Tour and offers multiple off-road formats: Full Distance Tr..

Run the Trail Golf Endurance Challenge at Trailyard Outpost in Valparaiso with 50K or 10M loop courses and relay teams. Unique golf style scoring by Hole turns every loop into a strategic race that rewards speed and smart pacing.

Tackle scenic single track and winding trails at the Oakadoke Trail Runs in Valparaiso on August 1, 2026, with 4, 9, and 18 mile options. Enjoy creek crossings, farmland views and a friendly post race gathering for all finishers.

Run scenic trails at Tryon Farm in Michigan City with distances from a 2 mile fun run to a 50k ultra. Enjoy grassy fields, single track and friendly aid stations while supporting the Tryon Farm Institute and the Crazy Legs Race Series.