Trail Running calendar near Cherry Valley 2025-2026

The Tour de Trails is a series of running events organized by the Rockford Road Runners, featuring various distances including 6 miles, 9 miles, and 12 miles. Scheduled for early 2025, these races are designed to promote community engagement and encourage participants of all skill levels to enjoy th..

The Frozen Tundra IPA 5K is an exciting running event taking place in Lincolnshire, Illinois. Participants can enjoy a brisk 5K run, with all runners receiving a long sleeve shirt, a finisher medal, and a $15 gift card to local establishments. The event also features a lively post-race party, comple..

The Frozen Assets 5K Run/Walk, organized by Clean Lakes Alliance, invites participants to experience a unique running event on the frozen surface of Lake Mendota in Madison, Wisconsin. This event features both a chip-timed 5K and an untimed walk, allowing individuals of all ages to join in the fun. ..

ARKTOS is an ultra-running event taking place in Dousman, Wisconsin, from February 22 to 23, 2025. The event features various challenges, including 6-hour, 12-hour, and 20-hour races, available for both solo runners and relay teams of up to four participants. With a cap of 160 runners, the event is ..

The Bald Unyielding Twilight Trail Trial is an exciting ultra-running event taking place at the Bald Hill Prairie Preserve in Mount Morris, Illinois. Scheduled for February 22-23, 2025, this unique nighttime race features three timed events: a 3-hour, 6-hour, and 12-hour challenge, allowing particip..

The Muddy Shamrock @ The Forge is an exciting trail running event scheduled for March 15, 2025, in Lemont, Illinois. This fourth annual race features two distances: a Trail Half Marathon and a Trail Quarter Marathon, both set against the scenic backdrop of the historic Lemont Quarries. Participants ..

The Skunk Ape 806/314 Trail Race is a unique running event taking place on March 22, 2025, in Dixon, Illinois. Participants can choose between two challenging distances: 33.75 miles to be completed in 8 hours and 6 minutes, or 13.5 miles in 3 hours and 14 minutes. The race features a 2.25-mile loop ..

The Trailbreaker is a running event scheduled for April 6, 2025, in Waukesha, Wisconsin. It features a variety of race options, including a marathon along the scenic Glacial Drumlin Trail, a half marathon, 10K, 5K, a walking event, and a Kiddos 1K for children. This event not only promotes fitness a..

The Tour de Dodge is an annual trail running event organized by the Driftless Trail Collective, taking place at Governor Dodge State Park in Dodgeville, WI. Scheduled for April 19, 2025, the event features three race distances: 50K, 27K, and 10K, with varying elevation gains and aid stations along t..

The Earth Day 50K/15 Mile/5 Mile event, taking place on April 26, 2025, in Crystal Lake, IL, offers participants a choice of three race distances. The course features a scenic 5-mile loop through single track and rolling hills, designed to challenge runners while promoting a landfill-free environmen..

Childish Nonsense is a whimsical running event taking place at Deer Grove Forest Preserve in Palatine, IL. Participants can choose from various distances, including a 50 Miler, 50K, 25K, and 10K, all set on a wide, non-technical trail. The event emphasizes community and inclusivity, offering free en..

The Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting long-distance running event taking place in the scenic Kettle Moraine State Forest. Scheduled for May 3-4, 2025, participants can choose from various race formats, including 6-hour, 12-hour, and 24-hour solo or relay options. The course feat..

The Great Western Half-Marathon & 10K, organized by the Fox River Trail Runners, is a well-established running event held on the scenic Great Western Trail. Celebrating over 25 years, this competitive race features a flat, out-and-back course, making it accessible for runners of all levels. Schedule..

The F^3 Cap Sauers Trail Marathon & 10 Mile is a running event taking place in Palos Hills, Illinois, on May 10, 2025. Participants can choose between a full marathon (26.2 miles) and a 10-mile race, both set within the scenic Cap Sauers Holding Nature Preserve, which features over 1,000 feet of ele..

The Galena Sky Trail Races, taking place at Chestnut Mountain Resort in Galena, IL, features an 8-hour and a 4-hour timed loop course, offering runners a chance to enjoy scenic views of the Mississippi River while navigating challenging trails. Participants can run as many loops as possible within t..

The Chicago 7-11 Hour Endurance Run, organized by Yeti Trail Runners, is a unique trail running event set for May 17, 2025, at Wolf Road Woods in Willow Springs, IL. Participants can choose between a 7-hour or 11-hour endurance challenge, navigating a 4-mile loop that features a mix of single-track ..

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 exciting trail and ultra running event scheduled for June 6, 2025, at the Richard Bong State Recreation Area in Brighton, WI. This event caters to runners of all skill levels, offering multiple race distances, including the challenging Backyard Ultra and the shorter Backyard 24...

The Kettle Moraine 100 Endurance Races is a premier ultra marathon event held in the scenic Kettle Moraine region, featuring a variety of race distances including 100 miles, 100k, 50k, and 38 miles. Established in 1996, this trail race showcases the beautiful Ice Age Trail, with 65 miles of the cour..

The Whitewater Trail Challenge is an exciting running event taking place on June 21, 2025, in Whitewater, Wisconsin. Participants can choose from three race distances: a 10K, a half marathon, and a 50K, all set against the stunning backdrop of the Ice Age Trail, a 1,200-mile scenic footpath. The cou..