Trail Running calendar near Hobart 2026-2027

Run a flat, out-and-back course on the historic Great Western Trail. Choose from a half-marathon or 10K distance. Your registration supports local mental health charities.

Trail marathon and 10 mile on the Sag Valley Trail at Teason's Woods featuring substantial elevation, multiple aid stations, sunflower shirts and wooden finisher sunflowers, plus post race chili, beer and awards.

A timed endurance trail event near Willow Springs on a 4 mile loop with single and double track, rolling hills, a signature aid station offering snacks and drinks, and a mandatory reusable cup policy.

Navigate the single track routes and wooded hills of the Outback Trail at Imagination Glen. This event features a 12K race and a 3K kids run through shaded terrain with mud and water crossings.

A chip timed *10K* trail run at The Forge Lemont Quarries featuring mostly crushed limestone surfaces, wooded scenery, competitive overall and age group awards, and a 450 participant capacity.

A five-mile trail run at Stoney Run County Park on May 25, 2026, with marked trails, an aid station near mile three, possible mud and a pond crossing, manual timing, and post-race refreshments.

Dirt Circus Chicago on May 30, 2026 in Crystal Lake, IL gathers the local trail running community for a social run, expo, food, raffle, and vendor booths. Two route options and a city specific t shirt preorder are available.

Experience a seasonal trail run through the natural twists and turns of Saw Wee Kee Park. Complete this bib timed race to earn a piece of the 2026 series medal and enjoy the summer landscape.

A community 5K on June 6, 2026 in Joliet along the Rock Run Greenway Trail with start and finish at Cemeno's Pizza. Proceeds benefit the Pat Clark Cancer Foundation to support local cancer patients and families.

Trail race at Hickory Knolls Nature Area in St Charles with 5K, 10K, and a 2 person 10K relay on June 7 2026. The course runs on dirt, grass and gravel paths with marked loops and limited on course water.

Experience an authentic cross country race on a purpose built grass course in Geneva Illinois. Run as an individual or part of a team on this wide professional grade venue featuring rolling terrain and a classic atmosphere.

A 7 km lollipop loop at Potato Creek State Park with wide, stable paths and two notable hills. The race is part of the DINO Trail Run Series and awards bonus points plus medals for overall and age group placings.

An obstacle run at WACF Levinson-LaBrosse Lakes & Wetlands Education Center featuring a 2.25-mile trail with 15+ obstacles, team entries, water stations, and post-event refreshments. The course is untimed and participants may bypass obstacl..

A one day trail stage race using golf style scoring where runners start each hourly hole together and aim for the lowest cumulative stroke total. Options include a 50K (nine holes) and a 10 mile course (three holes) in Valparaiso, IN.

A multi distance event at Hobart Middle School with a road and Oak Savannah Trail out and back route, computerized bib timing, and trademark brick awards across many age divisions.

Trail races at Wolf Road Woods on June 27, 2026 offer three loop choices covering 3, 6 and 9 miles with varied off-road surfaces, tiered registration fees and post-race refreshments and awards.

H-F Beast Obstacle Course Dash in Homewood, IL on July 12, 2026 features two age categories with obstacle runs. The event awards finisher medals and t shirts and includes an optional prep course in June.

Oakadoke Trail Runs features tree-covered single-track, switchbacks and creek crossings on looped 4, 9 and 18 mile courses near Valparaiso, IN, with frequent aid stations and a cupless race format.

A community cross country race in Mount Prospect on August 9, 2026 offering 1, 2 and 3 mile distances to raise funds for the Little Giraffe Foundation and research into premature babies.

A Scottish Highlander themed obstacle race in Pingree Grove, Illinois featuring 3K family, 5K and 15K heats with 20 to 30 obstacles, plus a torch lit night race and a haunted 5K. Spectator fee on-site is $10 and parking is free.