Trail Running calendar near Geneva 2025-2026

Join the Bristol Woods Trail Run at Pringle Nature Center for a scenic 5K and a 2 mile hike through beautiful wooded trails. Held the first Saturday in November, proceeds support environmental education at Pringle Nature Center.

Run the Warrior 5K or 8K at Greenfield Park in West Allis. Scenic wooded trails, team and individual entries, shirts, awards and post race snacks. Proceeds benefit Wisconsin Lutheran College and a local charity.

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 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 Abominable Trail Race at LG Ziplines near Lake Geneva on November 15, 2025 for scenic 5K, 15K and 30K trail courses with individual and relay team options. Finishers get a medal, tee and a craft beer or hot cider.

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.

Run the 53rd Rockford Road Runners Thanksgiving Turkey Trot on Nov 27 for a rugged 5k trail at Atwood Park with hills, rocks and roots. Enjoy holiday fun while supporting the Rock River Valley Food Pantry and local youth programs.

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.

Join the Winnetka Turkey Trot on Thanksgiving morning for a fun 5k on the Green Bay Trail with Family Trot and Speedy Trotters divisions and a rolling start. Festive vibes, kids get #1 medal and proceeds support local charities.

Join Brooks Northeast XC Championships at Franklin Park Boston on Nov 29, 2025 for spirited 3K and 5K cross country races for youth, high school and open runners. Fast courses and team pricing make it a great day for racers and families.

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.

Take on the 50K MASHUP SLAM, a Midwest trail series that spans eight scenic events and rewards runners who finish five races with a special finisher buckle. Top series placers earn awards at the final G.O.A.T.z or Miner 49'er event.

Challenge winter single track trails at Veteran Acres and Sterne's Woods in Crystal Lake on a triple black diamond course offering 50K, 10K and relays. The 50K is five laps of a 10K loop with a warm Gnome Depot serving hot food and coffee.

Whitewalker Ultra 100k is a self-supported ultramarathon held in Palmyra, Wisconsin, starting at Emma Carlin Trailhead. The course comprises two 50k loops, first looping west on the Ice Age Trail to Whitewater and back, followed by a second..

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.

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