Trail Running calendar near Pingree Grove 2026-2027

An 8K winter trail race at Oakhurst Forest Preserve on February 21, 2026. The course starts with a steep sledding hill and may include snow, ice, or mud, with finish-line water, snacks, and a finisher medal.

A four-race winter trail series around Rockford, Illinois, from Dec 20, 2025 to Mar 21, 2026. Distances range from 3 to 12 miles across local forest preserves, with a series entry option available.

Trail races at The Forge in Lemont offer a wooded course around the Lemont Quarries with a half and quarter marathon on single and double track. Varied terrain includes gravel, rocks, mud and short technical climbs; trail shoes and personal..

The Zip Thaw is a canicross trail run on March 15, 2026, at Lake Geneva Ziplines. Choose a 4-mile or 8-mile loop on shared, wooded single-track. It's a dog-powered, cupless event with post-run refreshments.

A four-race winter trail series around Rockford, Illinois, from Dec 20, 2025 to Mar 21, 2026. Distances range from 3 to 12 miles across local forest preserves, with a series entry option available.

A 10K trail race at Hickory Knolls Discovery Center in St. Charles on March 22, 2026. Final event of a three race winter series with mixed terrain, finish line water and snacks, and finisher medals plus winter gear for series finishers.

Timed loop trail races at Lowell Park in Dixon, IL include 33.75-mile and 13.5-mile options plus a relay. Single track loops alternate direction each lap and a staffed aid station provides drinks and snacks.

Trailbreaker in Waukesha on March 29, 2026 offers marathon, half, 10K, 5K, walk, ruck events, a Kiddos 1K, and The RAD, with proceeds supporting the Park Foundation and courses on local trails including the Glacial Drumlin.

Event Overview The Wisconsin Trail Series is a trail running and walking event series held from April to October in 2026. It consists of seven individual races held monthly, culminating in a series finale. The events take place in Oconomowo..

Hit the trails for Chauncey's 4 at The Farm, a 4-mile stampede through the historic St James Farm. It's the kick-off event for the 2026 trail running series. Runners can tackle the rolling limestone and wooded paths for a chance at awards a..

Trail races on a 5 mile loop at Veterans Acres in Crystal Lake, IL offering 50K, 15 mile, and 5 mile options with one major aid station and age group awards. Registration closes April 10.

Run a USATF certified 10K through the scenic Morton Arboretum. Celebrate at a post race party with live music and refreshments. A fundraising option supports the arboretum's mission.

A looped trail race at Deer Grove Forest Preserve near Palatine, IL offering 10K, 25K, 50K and 50 mile options on soft gravel loops with a single aid station per lap and inclusive entry policies.

A Batavia fundraiser for Anderson Humane featuring a timed 5K and a 1.5 mile community walk around the Batavia Riverwalk; proceeds support shelter, medical care, and wildlife rescue.

A flat out and back half marathon and 10K along the limestone Great Western Trail on May 3, 2026, hosted by Fox River Trail Runners. Registration contributions support three local mental health charities.

A trail marathon and a 10 mile race at Teason's Woods in Palos Hills on May 9, 2026, using the Sag Valley Trail. Wide horse trails, multiple aid stations, pre assigned race day packet pickup, and a unique wooden finisher medal.

Event Overview The Wisconsin Trail Series is a trail running and walking event series held from April to October in 2026. It consists of seven individual races held monthly, culminating in a series finale. The events take place in Oconomowo..

The Conservation Chase is a trail running event at Lapham Peak State Park supporting local conservation. Choose from distances including a half marathon, 10K, 5K, and ruck or walk options. It's a cupless race with proceeds benefiting the Ta..

Trail Run Xtreme in Portage, IN on May 17, 2026 features a wooded single-track 12K and a 3K kids race with roots, mud, and possible water crossings. Post-race shirts, a meal, and age group awards are provided.

Out and back trail races of 50 miles, 50K and half marathon on the Badger and Sugar River State Trails near Belleville, WI. Flat, soft rail trail with trestle bridges, scenic vistas and a 1/4 mile tunnel; generous cutoffs and aid stations.