Trail Running calendar near Valparaiso 2025-2026

The Grand Mere Challenge 5K is a 5K trail race in Stevensville, Michigan, starting and finishing inside Grand Mere State Park. The course blends rolling sand dunes, shaded forest singletrack, and scenic stretches along Lake Michigan, delive..

Join the Gobble Wobble 5K or new 10K in Plymouth on November 1 for a fun walk or run on scenic community trails. All proceeds support Thanksgiving boxes and local holiday assistance while awards recognize top finishers in each distance.

Turkey Trails - Greater Chicago is a Thanksgiving-themed running event in Shorewood, Illinois, held at Hammel Woods Route 59 Access (554 Brook Forest Ave). It offers in-person distances of 1 mile, 5k, 10k, a Kid’s Dash, plus a Virtual Race..

Run the Fast Track Cross Country Open in Schaumburg on Sunday November 9 with separate men and women races on a scenic 3.05 mile looped grass course. Open to all ages and abilities, teams are welcome.

Run the River Rat Races on Sunday November 9 2025 at Kankakee River State Park in Bourbonnais, with 10 mile, 10K, 5K and 5K walk options on a scenic bike trail. Packet pickup at Rock Creek pavilion and post race refreshments and awards for..

Tackle rugged trails and a fun creek crossing at the Big Timber XC Challenge in Elgin. Choose 3 mile, 5 mile or a kids fun run, enjoy pancakes and a finisher woodallion, and support local youth organizations.

Run scenic trails at St Patrick's County Park on November 15, 2025 while supporting Rhyme & Reason Ministry. Distances from 1 mile to a half marathon offer fun for all abilities and chip timing ensures fast accurate results.

Run the scenic Lemont quarries and I&M Canal at The Forge Trail Run Festival, with distances from 10K to 60K for every trail runner. Expect wooded single and double track, some technical sections, and a friendly festival vibe with limited e..

Join the Bigfoot Half Trail Run at Stoney Run County Park for a scenic two loop half marathon that benefits the park. Runners get a Bigfoot trucker hat and gloves and finishers earn a homemade wooden medal plus a raffle ticket.

Celebrate Thanksgiving with the 58th Dowagiac All Trail Turkey Trot on scenic college trails offering 10K, 5K and a kids 1K. Chip timing, early registrants get a long sleeve tech shirt and top finishers take home custom wood medals. Run th..

Join the Orland Park Turkey Trot for a chip timed 2.5 mile cross country run through woods and paved paths around Village Hall. All participants get a long sleeve dri fit shirt and winners take home prize turkeys.

Chicago Gaelic Park Carraig Challenge The event is a cross country running and walking event at Chicago Gaelic Park / Carraig Irish Pub in Oak Forest, Illinois, on Sunday, November 30, 2025. Two course options are offered: 5K run 1.5 mile..

Start the year with the Frozen Feet 5k Trail Run at Creek Ridge County Park on January 3. Run two looped, rooty trails with a hill each, grab a cozy winter hat and gloves and enjoy a grassroots fun finish line vibe.

Tackle winter trails in the Fox Valley with a three part Challenge Series featuring a 5K in Batavia, 8K in Aurora and 10K in St Charles across Jan to Mar. Register single or as a bundle and earn upgraded swag for multiple races.

Take on the Cereal Killer 15k at Red Mill County Park for a scenic four loop trail, post race cereal and Deathwish coffee, and quirky limited edition swag while supplies last. A community friendly run welcoming all paces and skill levels.

The Yeti Trail Half Marathon will take place in Westville on Saturday 21 February 2026.

Run the twisty winter trails at Saw Wee Kee Park with bib timing and wave starts; terrain can shift from muddy footing to wildflower lined sections. Part of a four race series where each finish earns a medal piece and seasonal swag.

Enjoy a scenic 5K trail run or walk at Sunset Hill County Park in Valparaiso on March 7, 2026, through wooded rolling hills. All ages are welcome with awards, tasty postrace refreshments, and a friendly Police and Fire challenge.

Muddy Shamrock at The Forge in Lemont is a scenic but technical trail race with half and quarter options over wooded single and double track, rocks, roots and mud. Chip timing, a race shirt, age group awards and a festive post race party aw..

Tombstone trail runs at Sunset Hill Farm in Valparaiso on March 14, 2026 feature a reworked hilly course and a new 50 mile option. Enjoy scenic singletrack, lively aid, cowboy themed swag, and finish buckles.