Trail Running calendar near Valparaiso 2026-2027

A short social run on trails at Tolleston Dunes followed by drinks, dinner and live music at Marina Shores Yacht Club in Portage, IN. Tickets include beer, house wine or a nonalcoholic beverage and dogs and children are welcome.

A **5 mile** trail run at Stoney Run County Park in Hebron, IN, moved to Memorial Day 2026. The marked course includes an aid station near mile three and may feature mud and a pond crossing with a short detour.

A donut-themed family run and walk on May 30, 2026 at Kankakee Community College supporting Catholic Charities. Options include a 5K, a 2K, and a virtual participation option; youth entries are free.

A trail running event at Saw Wee Kee Park in Yorkville on June 6, 2026. The soft, twisting path is bib timed with staggered starts and is part of a four run series that awards pieces of a 2026 medal and seasonal swag.

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.

A trail race at Hickory Knolls Nature Area offering 5K, 10K and a 10K two person relay on marked dirt grass and gravel paths; proceeds support the St Charles Park Foundation.

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.

A trail race at Twin Creeks Farm in Valparaiso, IN on August 1, 2026 offering 18 mile, 9 mile and 4 mile courses over tree-covered single-track with creek crossings. The event features finisher awards, youth pricing, and fee assistance opti..

A women only 5K obstacle mud run at Wildcat Creek MX in Rossville, IN on August 9, 2026. The course includes 18 plus obstacles and welcomes females age seven and older to run, jog or walk in a noncompetitive, team focused setting.

A community cross country event in Mount Prospect offering 1, 2 and 3 mile races. Entry is $25 and proceeds benefit the Little Giraffe Foundation.

A 5K chip-timed run and a 3K scavenger-hunt walk through St. Patrick's County Park featuring trail terrain, participant medallions, post-event refreshments, awards by age group, and proceeds that support park programs.

Loop format trail event at Busse Woods in Ned Brown Forest Preserve on August 15, 2026. Runners complete 3.1 mile loops on crushed limestone and packed gravel with a centralized aid station and distances from 5K to 50K.

A loop trail ultramarathon at Busse Woods in Elk Grove Village Illinois on August 15 2026. It offers 40 mile and 50 mile options, with registration closing August 14 2026.

A community road race in Elburn, IL on August 22, 2026 with 1-mile, 4-mile and 7-mile courses that cross the Union Pacific West rail line. The event benefits the Elburn Parks Commission and guarantees a racerback or tank if registered by Au..