Trail Running calendar near Bristol 2025-2026

The Sunset Safari 10k Trail Run is part of the 12th Annual Moonlight Meltdown event, taking place in Belgium, WI. This hybrid/crossover trail run offers participants a scenic experience through Harrington Beach State Park, featuring a 1.2-mile section on a snowmobile trail. The event is organized by..

Childish Nonsense is a whimsical running event taking place at Deer Grove Forest Preserve in Palatine, IL, featuring multiple race distances: 50 Miler, 50K, 25K, and 10K. The course consists of wide paths, making it accessible for participants of varying skill levels. The event aims to foster a sens..

The Earth Day 50K, 15-Mile, and 5-Mile race is scheduled for April 26, 2025, in Crystal Lake, Illinois, at Veterans Acres. The event features a challenging course with single-track trails and rolling hills, designed as a PR-friendly trail race. Participants can choose from three distances, with awar..

The Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting endurance running event taking place in the scenic Kettle Moraine State Forest. Participants can choose from various race formats, including 6-hour, 12-hour, and 24-hour solo or relay options. The course features three unique loops of differ..

The Great Western Half-Marathon & 10K, organized by Fox River Trail Runners, is a popular race held annually on the scenic Great Western Trail. With a history spanning over 25 years, the event features a flat, out-and-back course that attracts runners of all levels. Participants can choose between t..

The F^3 Cap Sauers Trail Marathon & 10 Mile is set to take place in Palos Hills, IL, on May 10, 2025. This event features a challenging marathon and a 10-mile race, both traversing the scenic Cap Sauers Holding Nature Preserve, the largest undeveloped area in Cook County. Participants will experienc..

The Wildflower Run is an exciting running event taking place in Bristol, Wisconsin, featuring a 4.5-mile trail run and a 2-mile fun run/hike through the scenic Bristol Woods County Park. Scheduled for the third Saturday in May, the event coincides with peak wildflower viewing, making it a beautiful..

The Chicago 7-11 Hour Endurance Run, organized by Yeti Trail Runners, is a unique trail running event set in Willow Springs, IL. Participants can choose between a 7-hour or 11-hour endurance challenge, navigating a scenic 4-mile loop through the picturesque Wolf Road Woods and Palos Preserves. The e..

The Sugar Badger 50/50 and Half is a scenic running event taking place in Belleville, Wisconsin, featuring a 50-mile, 50K, and half marathon distance. The race is set on the flat and soft rail trails of the Badger State Trail and the Sugar River State Trail, offering picturesque views, trestle bridg..

Bong Backyards is an ultramarathon event held at Richard Bong State Recreation Area in Brighton, Wisconsin, on June 6, 2025. The event offers multiple race distances, including the Backyard Ultra and Backyard 24, catering to runners of all skill levels. Participants can enjoy scenic trails, rolling..

The Hickory Knolls Trail Run, taking place on June 8, 2025, at the Hickory Knolls Discovery Center in St. Charles, IL, features a 5K, 10K, and a 10K relay event. Participants can enjoy a scenic course that includes grass and dirt trails, with a mix of flat sections and hills.The event is part of the..

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held annually in June, featuring a variety of race distances including 100 miles, 100 kilometers, 50 kilometers, and 38 miles. Established in 1996, this trail race showcases the scenic beauty of the Kettle Moraine region, with..

The Sunburst 12 Hour Trail Festival will take place in Kewaskum on Saturday 21 June 2025. You can run between 6 and 12 hours.

The Whitewater Trail Challenge is an exciting running event that takes place along a scenic segment of the Ice Age Trail in Wisconsin, showcasing the stunning landscapes shaped by ancient glaciers. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K, all design..

The Kishwauketoe 5K Cross Country Run is a community-focused running event taking place in Williams Bay, Wisconsin. Participants can choose between a 5K run/walk and a children's 1/4 mile walk/run for ages 10 and under. The course features scenic grass trails through hills, woods, and prairie, with..

The Naperville Trails Half Marathon & 10K is a scenic running event taking place in Wheaton, Illinois, on September 6, 2025. Participants can choose between a half marathon and a newly introduced 10K distance, both of which traverse the beautiful crushed limestone trails of the Danada Forest Preserv..

Timely Nonsense is a unique running event taking place in Chicago, IL, featuring both 6-hour and 12-hour timed races. Participants can choose to run individually or as part of a relay team of two or four. The race is set in a scenic 58-acre park, where runners will navigate a 0.75-mile paved loop.Ea..

The Last Dot Standing will take place in Belleville from Friday 19 September 2025 to Monday 22 September 2025. You can run 4 miles.

The Tiger 10 Miler is an annual trail race held in Byron, Illinois, featuring a challenging 10-mile course through the scenic Byron Forest Preserve and Nardi Equine Prairie. Participants receive a custom finisher's medal, a race shirt, and have the chance to win awards in various age categories. The..

The Half Day at the Lake is an exciting running event taking place in Evanston, IL, featuring both 12-hour and 6-hour races. Set along a scenic 2-mile loop by the lakefront and Northwestern University, this race caters to all experience levels, from seasoned ultra-runners to first-timers. Participan..