Trail Running calendar near Valparaiso 2026-2027

A 5K trail event at North Lake Park in Stevensville MI that raises funds for Alzheimer’s causes. The event is not timed and awards prizes to the three participants who catch the most deer flies using Tred Not Deerfly patches.

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 community road and trail event in Downtown Dowagiac on July 17, 2026, offering a 5K, 10K and 1 mile family run along roads, a golf course, a cemetery and college trails. Proceeds are split between cancer research and a scholarship fund.

Oakadoke Trail Runs in Valparaiso, IN features single track trails with varied terrain and pond views. Three distances are offered, aid stations are spaced along the route, and a post race meal is provided; the event is cupless.

Continuous 3.1 miles loop race at Deer Grove East offering 40 or 50 mile options with a 12 hour cutoff. Centralized aid every lap, designated crew access, pacers allowed, and on-course medical support.

Loop-based trail event at Deer Grove East Forest Preserve in Palatine, Illinois. Distances run from 5K to 50K and each lap returns to a central aid station so athletes can decide how far to continue.

A women only 5K obstacle mud run at Wildcat Creek MX in Rossville, Indiana on August 9, 2026, featuring 18+ obstacles and open to participants aged 7 and up. Participants can run, jog or walk the muddy course.

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 based endurance event at Busse Woods on August 15, 2026 offering repeated 3.1 mile laps over smooth crushed limestone and packed gravel. Distances range from 5K to 50K with a central aid station and open loop format.

Continuous 3.1 mile loop at Busse Woods near Elk Grove, IL offering 40 and 50 mile options with a fully stocked aid station every lap and a 12 hour cutoff. Runs alongside The Next Loop series but is scored separately.

A free alumni 2 Mile cross country meet on 08/15/2026 in Chicago Heights that uses chip timing and decade-based teams and head-start groups, with team scoring based on finishing place.

Run the Rails in Elburn, IL features a 1-mile fun run plus 4- and 7-mile races at Prairie Park, crossing the Union Pacific West rail line, with proceeds supporting the Elburn Parks Commission.

A trail race at Paul Douglas Forest Preserve offering approximate 4, 9.5 and 13 mile courses. Part of the Dick Pond Athletics trail series and benefiting Chicago Area Mountain Bikers, with awards, a raffle, and on-course water stations.

Ten hour endurance run at Bluhm County Park using hourly loops of about 4 miles. Participants earn chips after four loops to trade for prizes, and finishers receive a limited edition t shirt and a wooden Chupacabra medal.

A continuous loop trail race at Half Day Forest Preserve near Vernon Hills, Illinois. Runners complete repeated 3.1 mile loops toward a 40 or 50 mile total with a 12 hour cutoff and a fully stocked aid station each lap.

Looped trail event at Half Day Forest Preserve in Vernon Hills with a 5K loop and multiple distance options. The course runs on crushed limestone, gravel, and natural trails through woodlands, prairies, and riverfront scenery.

A 3.62-mile all-grass cross-country race at Lovelace Park in Evanston with individual and team entries, tiered entry fees by registration period, a performance shirt with entry, and a post-race awards gathering with food.

Set on the crushed limestone trails of Danada Forest Preserve in Naperville on Sep 5, 2026, this USATF certified event offers a chip timed half marathon and 10K, finisher medals, pacers, live tracking, and shuttle parking from off site lots..

A remembrance event at the Lake County Fairgrounds Grandstand in Crown Pont, IN where participants climb 17 laps totaling 1,980 steps or join a 1 mile non timed walk. The event includes hero wristbands, limited finisher medals, and supports..