Trail Running calendar near Monticello 2026-2027

Trail race at Swiss Valley Nature Preserve near Peosta, Iowa, run on a 5.2 mile loop with significant elevation gain; distances include 5.2 miles, 25K, and 50K. Camping, free showers, and shuttle service are provided.

A coffee-themed fun run on October 4, 2026 at Case Creek Trails in Coal Valley, IL offering 2K and 5K routes, hot drinks after the course, optional swag, and proceeds supporting QC PAWS.

Trail ultra at Bethel Horizons in the Driftless Area offering 50K, 20M and 10M looped courses with mixed singletrack, grassy ridgelines, rocky climbs, fully stocked aid stations and chip timing.

A chip timed 5K in Keystone, Iowa on 10/10/2026 where participants wear flag belts and encounter costumed zombies who try to pull flags. Proceeds support Keystone First Responders and Benton Girl's Wrestling.

A trail running event at Backbone State Park in Dundee, Iowa, on Saturday, October 10, 2026, organized by Backbone Lake Friends, offering a 4.3 mile Original route and a 10K Lake Loop with stated difficulty levels.

A charity running event in Solon, Iowa featuring a timed 5K and a Monster Mile, with all proceeds to the Arthritis Foundation to support pediatric rheumatic disease awareness.

A roughly 20-mile loop trail ultrarun in Dubuque, IA used for both a five-loop 100-mile and three-loop 100k, featuring mixed terrain, significant elevation per loop, and river and bluff views.

A 48 hour endurance event at Big Woods Campground in Cedar Falls featuring repeated four mile legs every four hours and an optional two mile add on. Individual and two to four person relay entries run varied trails with aid stations offerin..

Experience the seasonal beauty of Clayton County at the Pony Hollow Trail 15K and 5K. Run through the historic Motor Mill park area and enjoy the autumn foliage on this established trail course.

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 November 7, 2026 featuring repeated 4.17 mile loops run each hour until runners stop. The course is mostly flat with one hill out of a ravine and on-site parking and camp space.

A last person standing backyard ultra at Tubbs Farm in Delmar IA where runners complete a 4.16 mile loop each hour until one remains. Entries are capped at 250, cost $200, and include a custom hockey sweater.

A six hour trail endurance run at Pinicon Ridge Park near Central City, IA featuring a 1.2 mile loop with steep climbs and stairs. Aid station food, a long sleeve race shirt, heated lodge space, and awards for high loop counts are provided.

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.

The Friends of Yellow River State Forest Trail Run will take place in Harpers Ferry from Friday 7 May 2027 to Saturday 8 May 2027. You can run between 5 and 21 kilometers.