Trail Running calendar near Valparaiso 2025-2026

Tackle the Frozen Feet 5k Trail Run in Michigan City on January 3, 2026 for two looped, scenic park trails with a few hills and roots to keep it interesting. All entrants get a winter hat and gloves and can enjoy snacks and drinks after the..

Tackle the Fox Valley Winter Challenge 5K at Dick Young Forest Preserve, the first of a three race trail series that may feature snow, slush or mud. Finishers get a medal and single race entrants receive a cozy winter hat.

Chill out and race the Frozen Tundra IPA 5K along the Des Plaines River Trail in Lincolnshire, then warm up at a lively post race party at Half Day Brewing with beer, food and prizes. Limited to 300 spots so register early.

Tackle the Cereal Killer 15k at Red Mill County Park in La Porte Indiana for a fun four loop trail challenge and cereal themed finish. Grab themed snacks, coffee, and swag while chasing awards.

Yeti Trail Half at Bluhm County Park in Westville, IN offers a rugged half on four rooty single track loops for trail lovers. Participants get a limited edition long sleeve shirt and winter hat and gloves while supplies last.

Run the Fox Valley Winter Challenge Trail Series 8K in Aurora on Feb 21, the middle race on a scenic but wintry trail with woods, open paths and possible snow or mud. All finishers get a medal and single race participants receive a cozy win..

Hit the wooded trails at Sunset Hill County Park for the Foot Pursuit 5K, a scenic 3.1 mile run or walk across rolling hills. Enjoy friendly competition, age group awards, and postrace camaraderie in Valparaiso.

Tombstone offers 30k, 50k and 50 mile on March 14, 2026 at Sunset Hill Farm in Valparaiso on a new mixed surface course. Expect the Roller Coaster hills, aid stations, and finisher swag like shirts, winter hats, medals and belt buckles.

Get muddy on wooded single and double track through the historic Lemont Quarries at Muddy Shamrock at The Forge with a half marathon or quarter marathon. Expect rugged terrain, chip timing, awards, a tee and a lively post race party.

Experience the False Spring Trail Runs in LaPorte, Indiana on March 21, 2026, with scenic single track, winding switchbacks, and lakeside views. Pick a 10K or a two loop half marathon, tackle rolling hills, and unwind at lively post race fe..

Wrap up winter on scenic mixed trails at the Fox Valley Winter Challenge 10K in St. Charles on March 22, 2026. Expect varied footing, a finisher medal and cozy winter hat, plus bundle pricing if you tackled other series races.

Tackle a scenic 4 mile loop through rolling limestone and wooded trails at St James Farm in Warrenville, IL, with roots, mud and natural single loop terrain. Enjoy a long sleeve race shirt, wood finisher medallion and lively race day atmosp..

Push your pace or enjoy the trail at Save the Drama for your Llama, a six hour looped trail run at Luhr County Park. Complete as many 1.7 mile laps as you can; overall winners cover the greatest distance in six hours.

Childish Nonsense is a playful trail race each late April at Deer Grove Forest Preserve West in Palatine, Illinois. Distances from 10K to 50 mile cover rolling crushed gravel loops with a friendly community vibe and plenty of shenanigans.

Join Run Happy at Potato Creek State Park on May 2, 2026 for trail friendly distances from 10K up to 50K, welcoming walkers, runners and families on clearly marked loops. All races are chip timed for a fun, supported day on broken in trails..

Run the Great Western Half Marathon and 10K on a flat out and back limestone path along the historic Great Western Trail. Hosted by Fox River Trail Runners, this longtime race supports local mental health charities.

Run scenic horse and forest trails at Teason's Woods on May 9, 2026 with a 26.2 mile marathon or a 10 mile option. Finishers get a wooden medal and can refuel with hot chili and beer.

Experience the Jennie Hamilton Memorial 5 mile trail run at Stoney Run County Park in Hebron, Indiana on May 25, 2026. Expect scenic but rugged trails with a pond crossing option, midcourse aid, and a finisher water bottle.

Celebrate the 25th anniversary 5K for Double "J" in Joliet on June 6, 2026 as participants run the Rock Run Greenway and finish at Cemeno's. Proceeds support the Pat Clark Cancer Foundation and registration includes a T shirt and medal.

Run the DBC Gifts of Love Community 5K in Flossmoor on June 20 to provide book bags and school supplies for homeless children. Choose onsite or virtual, earn a medal and enjoy post race snacks while supporting a great cause.