Trail Running calendar near Freeport 2026-2027

A trail 5K at Byron Forest Preserve with chip timing and awards by age group, plus a 1 mile Fun Run with a participation medal. Parking and indoor restrooms are available onsite.

A cross-country 5k and youth 1.6-mile event in Verona, WI on July 12, 2026, with individual and team competition, age-group and team awards, and proceeds supporting the Movin' Shoes Running Club scholarship fund.

A repeat-loop endurance event at Lowell Park in Dixon, IL offering 6, 12 and 24 hour options on a 0.411 mile paved loop. Self supported with space for personal aid stations, water provided, and a three person relay option.

The Casual Hikers 10K will take place in La Grange on Saturday 1 August 2026. You can run 10 kilometers.

Experience the natural beauty of Dubuque with trail races through the Mines of Spain Recreation Area. Enjoy distances ranging from 4 miles to a half marathon followed by a post race party with brick oven pizza and local beer.

An evening trail event in Dixon, IL offering 5, 10 and 15 Miler options plus a 15 Miler relay. The looped grass, gravel, and dirt course includes single track, one aid station at start and finish, finish snacks, and awards.

A multi-event day in Coal Valley with a 5K Mud Adventure Run, a Ninja Kids Run, and a Cross Country Trail Run. Main obstacles include a Tire Wall, Ninja Scaling Wall and Weight Lift; spectator entry is $7.

A Scottish Highlander themed obstacle race in Pingree Grove Illinois offering open and competitive 5k and 15k heats plus a family 3k. Night and haunted 5k variants are offered and finishers receive a medal and t shirt.

A community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West Cross Country Team.

Trail races at New Glarus Woods State Park on August 15, 2026 include 16K, 8K, 5K and a free 1K kids run. Proceeds benefit Friends of New Glarus Woods State Park and awards include age-group prizes plus a 16K consistency award.

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

Run the Rails in Elburn, Illinois features 1 mile, 4 mile and 7 mile races starting and finishing at Prairie Park, with courses that cross the Union Pacific West rail line and chip timing for all distances.

Trail running at Paul Douglas Forest Preserve with approximate 4, 9.5 and 13 mile courses on single-track trails. Part of the Dick Pond Athletics Darn Tough Trail Race Series and benefiting the Chicago Area Mountain Bikers.

Tough Mudder Chicago on August 29, 2026 at Richardson Adventure Farm offers 5K and 15K obstacle courses, an 8 hour Infinity option, and Mudder Village with food, music and finisher items.

ScoCo50 is a summer trail event at Scott County Park near Long Grove, IA offering 50K, 10 mile and 5 mile options on a mostly dirt and grass looped course with staffed aid stations, limited crew access, and a strict no‑refund policy.

A technical trail event at Franklin Creek State Natural Area featuring 5K and 10K routes with multiple creek crossings, limestone bluffs, and awards. Proceeds support the Franklin Creek Conservation Association.

A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.

A three day trail event at Rock Cut State Park featuring a night 10 km plus 25 km and 50 km races, with single race entries and Triple Crown series options that award commemorative spike prizes to finishers.

Turbo Trot and Mini Road Race Rally in Geneva combines a 2.5 mile run, a 1 mile kids race, and a battery car rally for ages 3 to 8 at Peck Farm Park. The event raises funds for the Geneva Park District Scholarship Fund.