Trail Running calendar near Monticello 2026-2027

Experience the unique terrain of the driftless region at Yellow River State Forest. Choose from 5K 10K or half marathon distances and enjoy post race food games and sponsor giveaways.

A community 2K and 5K trail run and walk at Case Creek Valley on September 20, 2026. Dogs are welcome on leash, the event is untimed, and proceeds support the Rock Island County Animal Care and Control Shelter.

Trail race at George Wyth State Park offers a 13K single loop and a 25K two loop course on mostly smooth dirt single track. Aid stations are limited and post race food is available near Canfield Shelter.

Trail races at Swiss Valley Nature Preserve in Peosta IA use a 5.2 mile loop with creek crossings, steep climbs and rugged terrain, offered as 5.2 mile, 25k and 50k. Free camping, showers and shuttle service are provided.

A multi-sport weekend in October combining trail running, fly fishing, and craft beer at Yellow River State Forest near Harpers Ferry, Iowa. It features a mostly flat five mile trail run, catch and release trout fishing, and fundraising for..

Trail runs on a looped Driftless Area course near Dodgeville, Wisconsin, with 50K, 20 mile and 10 mile options, technical terrain, two aid stations per loop and on course support.

A chip timed 5K in Keystone, Iowa on October 10, 2026 where runners wear flag belts and volunteers in makeup try to pull flags along the course. Proceeds go to Keystone First Responders and a secondary charity to be named.

A multi loop trail ultramarathon in the Mines of Spain Recreation Area near Dubuque, Iowa offering **100 mile** and **100 kilometer** options, varied terrain, significant elevation, scenic Mississippi River views, and set time limits.

An endurance event at Big Woods Campground in Cedar Falls offering individual and team relay formats over 48 hour. Runners complete 4 miles every 4 hours with an optional two mile add on after the final leg.

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 offering 25K and 50K courses on single track with scenic river and bluff views and three stocked aid stations.

A six hour trail endurance run at Pinicon Ridge Park near Central City, Iowa. Runners complete repeated 1.2 mile woodland loops with two climbs and stairs while aid, a long sleeve race shirt, and lodge facilities 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.