Trail Running calendar near Freeport 2026-2027

Tour de Dodge is a trail race in Wisconsin's scenic Governor Dodge State Park, with 50K, 27K, and 10K options. The event supports local conservation and creates an inclusive atmosphere. All finishers earn a unique horseshoe medal.

Zip Thaw is a spring canicross event on the scenic, wooded trails of Lake Geneva Ziplines and Adventures. Choose a 4 or 8 mile course to run with your dog using approved harness gear. Enjoy post run refreshments indoors and receive a finish..

Event Overview Tour de Trails is a series of four winter trail runs held on Saturdays from December 2025 to March 2026. Each race is held at a different forest preserve or park in the Rockford, Illinois area. Participants can register for i..

The Fox Valley Winter Challenge Trail Series concludes with a 10K trail race at Hickory Knolls Discovery Center. Runners tackle a mixed terrain course with potential winter conditions. Finishers earn a medal and swag, with special gear for..

Race against the clock on a 2.25-mile alternating loop trail in Lowell Park. Choose the 8-hour 806, the 3-hour 314, or form a relay team. Finishers within the time limit earn unique apparel.

Celebrate Earth Day on the trails at Veteran Acres park. Choose from a 50K, 15-mile, or 5-mile loop on scenic single-track. The event focuses on being landfill-free and offers awards for top finishers.

Run or walk to support Anderson Humane at their largest fundraiser. Choose a timed 5K run or bring your dog for a 1.5-mile walk along the Batavia Riverwalk. The event includes awards, a lure course, and activities for animal lovers.

A trail race at Donald County Park in Mount Horeb on May 2, 2026, offering 5 km, 15 km and a Kids One Mile Fun Run; chip timing, aid stations, awards, and proceeds benefit Friends of Donald Park for trail maintenance.

Trail run in Dubuque on May 2, 2026 offering 5K, 10K and half marathon distances. The event features marked trails, basic timing, a custom bib, a rotating race item, and post-race food; series entry includes a series gift.

Run a flat, out-and-back course on the historic Great Western Trail. Choose from a half-marathon or 10K distance. Your registration supports local mental health charities.

Run the beautiful single-track trails at Sunderbruch Park in Davenport. Choose from a ~5k or a ~10k course, followed by a community potluck. This cup-free event supports the local trail builders.

The Sugar Badger 50 Miles is a trail ultramarathon scheduled for May 2026. Organized by Ten Junk Miles Racing, it focuses on a community atmosphere on the trails. The event is a single 50-mile distance challenge.

Join the free Dirt Circus community running festival in Crystal Lake on May 30, 2026. Choose between a 4.3-mile or 6.8-mile social group run, then enjoy a festival with food, an expo of local brands, and a raffle. Meet race directors and co..

A trail run at Blue Mound State Park on June 6, 2026 offering 10K and 18K courses over varied single-track and ski trails; proceeds benefit the Friends of Blue Mound State Park.

Hickory Knolls Trail Run The event is the sixth annual Hickory Knolls Trail Run & Relay. It takes place at the Hickory Knolls Nature Area within James O. Breen Community Park in St. Charles, Illinois. The event is the second installment..

Experience one of the oldest 100 mile races in the US on the scenic Ice Age Trail. This all-trail event offers distances from 38 miles to a 100 mile Western States qualifier in the heart of Wisconsin.

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

This cross country run on July 4th in Williams Bay offers a 5K on grass trails through the Kishwauketoe Nature Conservancy. A kids' quarter-mile event is also available. Registration is online only, with awards for top age-group finishers.

Join the Heartland Series Day 5 in Clinton, Iowa, on July 15, 2026. The event, organized by Mainly Marathons, features a variety of distances from a 5K to a 50K on the Discovery Trail. It's part of a multi-day running community series.

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.