Trail Running calendar near Williams Bay 2025-2026

The Frigid Fox Ultra Trek will take place in New Prospect on Saturday 11 January 2025.

The 50K Mashup Slam is a series of challenging 50K trail races held throughout the Midwest, designed to celebrate the often-overlooked distance in ultrarunning. Kicking off in January with the Frozen Gnome 50K and concluding in November with the Miner 49er 50K, participants who complete all five rac..

The Frozen Gnome is a challenging winter running event taking place in Crystal Lake, IL, featuring a scenic and demanding triple black diamond course. Participants can choose between a 50K ultra run or a 10K race, both set in the picturesque Veteran Acres and Sterne’s Woods. The 50K consists of five..

The F^3 @ the Forge: Fat Tire Race & 10K Trail Run is set for January 12, 2025, at The Forge: Lemont Quarries in Lemont, Illinois. This exciting winter event features a variety of races, including a long course (approximately 20K) and a short course (about 10K) for fat tire biking, as well as the F^..

The Frozen Tundra IPA 5K is a winter 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 access to a lively post-race party featuring food and drinks. The event is limited to 300 spots, ens..

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 annual race features two main events: a Trail Half Marathon and a Trail Quarter Marathon, both set against the scenic backdrop of the historic Lemont Quarries. Participants will ..

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 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 aims to foster a sense of community and joy in ultraru..

The Prickly Pine Jackpot 24 Hour Solo/Relay is an exciting long-distance 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 races, as well as a 4-person relay option. The course features..

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 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 race, navigating a scenic 4-mile loop through the beautiful Wolf Road Woods and Palos Preserves. This event combines en..

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 participants beautiful views, tr..

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..