Trail Running calendar near Byron 2026-2027

A Halloween-themed trail event in Pingree Grove, IL on October 23, 2026 with multiple 5 km heats, haunted sets and animatronics, plus a costume contest, bonfire and food; spectator fee $10, free parking.

A looped trail event offering 50K, 25K, and a 5-mile option on mostly single-track terrain with staffed aid stations and an organizer focus on community and inclusion.

Howloween 5K in Schaumburg is a chip timed 5K run or walk at Busse Woods that supports animal shelters. Pets may join without registration and a virtual participation option is available.

Experience the historic Ice Age Trail during this autumn ultramarathon in the Southern Kettle Moraine Forest. Choose between 50k and 100k distances featuring on site branded wooden medals and scenic fall colors.

A multi-distance trail event in Southern Kettle Moraine State Forest offering ultra distances, a 50K and a 15K Fun Run, with aid stations, pacing rules, finisher awards, and proceeds funding forest projects.

Trail endurance runs in the Mines of Spain near Dubuque, IA offering 25K and 50K out-and-back courses with approximately 2200 and 4400 feet of elevation gain. Single-track, stone steps, stream crossings, and three aid stations.

A Backyard Ultra in Colona, Illinois on Nov 7, 2026, consisting of repeated 4.17 miles loops on a mostly flat course with one hill out of a ravine. Parking and camping space are available.

A trail event at Camp Big Timber on November 8, 2026 featuring 3- and 5-mile perimeter loops plus a kids fun run. The course includes grass, gravel, a creek crossing and a post-race pancake breakfast for all participants.

A backyard ultra in Delmar, IA where runners complete a 4.16 mile loop each hour until only one person remains. Participants receive a 10 by 10 foot camp space, may bring up to three crew members, and get a custom hockey sweater.

Late November trail festival in Lemont IL offering 10K, 20K, 30K and 60K on single and double track and gravel around historic quarries and the I&M Canal. Courses start and finish at The Forge and use lap formats.

Explore the forest trails and hills of Lake Geneva at this multi distance trail event. Choose from several individual races or join a team relay for a day of outdoor activity and festival atmosphere.

Celebrate Thanksgiving with a 2 mile run through the wooded trails of Sheffield Illinois. Wear your best holiday costume for a chance to win prizes at this untimed community event.

A community Turkey Trot through Atwood Park near 5k with chipped timing, common trail obstacles and door prizes. No GPS or timing devices are allowed and donations are collected for local causes.

A Thanksgiving 5K on the Green Bay Trail at Winnetka Train Station featuring rolling start waves, a family division, packet pickup before race day, post-race refreshments, and support for local charities.

A winter trail event at Governor Dodge State Park on Dec 5, 2026 offering 50K, 25K and 15K over horse trails, single and double track with multiple aid stations, cup-less hydration, and specific pacer and crewing rules for the 50K.

Four winter trail races in Dixon, IL totaling 31 miles, with distances from 5K to 20K on varied terrain. Series prizes include overall standings and age category awards, and registration fees are nonrefundable.

A Canicross focused running event at Lake Geneva Ziplines and Adventures offering a 4 mile loop with an option to do two loops for 8 miles. Dogs may run hands free in Canicross or on a y shaped harness with a handheld leash.

A night out and back trail event in Lake Mills, WI offering 16 mile and 31 mile distances on a flat crushed-limestone rails to trails course with aid stations, required lights and reflectors, and finish tokens.

A winter obstacle race at Lake Geneva offering 5K, 10K, a 20K Yeti Challenge, a kids course, team packs and a virtual option. Fun heats allow skipping obstacles while the Elite division requires full obstacle completion for podiums.

A winter timed ultra in Dousman, Wisconsin offering 6, 12, and 24 hour options for solo runners or relay teams of up to four, set in winter woods and on a frozen lake with warming shelters, hot drinks, a meal, and finisher items included.