Trail Running calendar near Rockford 2025-2026

Run through snow and ice this winter in the Tour de Trails, a four race series around Rockford and Byron from Dec 20 to Mar 21. Choose 3, 6, 9 or 12 mile courses and support the Rockford Road Runners.

Run winter single track in Crystal Lake at the Frozen Gnome on Jan 10, a Triple Black Diamond loop through Veteran Acres. Choose 50K, 10K or 50K relays for teams of 2 or 5 and warm up at the Gnome Depot with hot food and coffee.

Kick off your trail season in Crystal Lake with the 50K MASHUP SLAM on January 10, 2026. Join a Midwest series of challenging 50K and 53K races that reward cumulative finish times and finisher buckles.

Take on the Whitewalker Ultra 100k in Palmyra WI, a two loop 100k over scenic Ice Age Trail and Scuppernong trails. Expect rugged single track, aid stations on course, and a 24 hour finish limit for a true winter challenge.

Brave winter woods with Tour de Trails, a four race trail series around Rockford offering 3, 6, 9 and 12 mile courses on natural snowy and icy trails. Choose single races or a full series and support Rockford Road Runners community programs..

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.

On February 7, 2026 join the Frozen Assets 5K in Madison and run or skate across the frozen surface of Lake Mendota, starting and finishing at The Edgewater. Enjoy scenic views of downtown and the UW Madison campus during the Frozen Assets..

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..

Brave winter woods with Tour de Trails, a four race trail series around Rockford offering 3, 6, 9 and 12 mile courses on natural snowy and icy trails. Choose single races or a full series and support Rockford Road Runners community programs..

Run scenic Driftless trails at Governor Dodge State Park on March 7, 2026, choosing from 10K, 27K, or rugged 50K courses. Support local conservation while enjoying stocked aid stations, a custom Silo bag and a horseshoe finisher medal.

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.

Take on the Skunk Ape 806 314 Trail Race at Lowell Park with 33.75 mile and 13.5 mile solo options or a team 806 relay. Alternate wooded loops, enjoy hearty aid station fare and finisher swag, and chase podium awards and great camaraderie.

Brave winter woods with Tour de Trails, a four race trail series around Rockford offering 3, 6, 9 and 12 mile courses on natural snowy and icy trails. Choose single races or a full series and support Rockford Road Runners community programs..

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.

Chauncey’s 4 at The Farm is a friendly spring trail run at St James Farm in Winfield, IL, featuring a scenic 4 mile loop over limestone and wooded paths. Join the Dick Pond Trail Race Series and earn a collectible finisher woodallion.

Trailbreaker in Waukesha invites runners to scenic courses along Glacial Drumlin and Fox River trails, with distances from marathon to Kids 1K. New ruck events add variety while proceeds support local parks and the urban forest.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

Celebrate Earth Day on April 18 at Veterans Acres in Crystal Lake with scenic single track trails and rolling hills, choosing from 50K, 15 mile or 5 mile distances. Enjoy a big aid station with homemade snacks and bring a reusable bottle.

Childish Nonsense is a playful trail run at Deer Grove in Palatine offering distances from 10K to 50 miles on mostly smooth looped trails. Expect laps, an on course aid station, and plenty of shenanigans from the whimsical organizers.