Trail Running calendar near Galena 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 non-timed 2K and 5K trail run/walk at Case Creek Valley that welcomes leashed dogs and supports Rock Island County Animal Care & Control Shelter, with race bibs, optional T-shirts, finisher dog tags, and hydration stations.

A women only Last Woman Standing trail event on a roughly one to 1.25 mile loop with 250 to 300 ft of climb per lap near Arena Wisconsin. Laps repeat every 20 minutes until one runner remains.

A multi-loop trail event in Dixon IL using a roughly 7.85 mile loop with distances from 8 miles to 100 miles across singletrack, meadow, and gravel surfaces.

Multi day event in Harpers Ferry, Iowa combining trail running, fly fishing and craft beer while directing funds to local fish habitat restoration.

Trail races at Swiss Valley Nature Preserve in Peosta offering 50K, 25K and 5.2 mile looped courses with rugged terrain, camping, showers and shuttle service.

A point-to-point, all-trail ultramarathon on the Hennepin Canal Trail near Sterling, IL, offering 100-, 50-mile and 50K options with aid stations, bus service, and finisher awards.

Trail events at Rock River Heritage County Park on October 3, 2026 include a timed 5K with chip timing and a guided 2.4 mile walk, plus a park celebration with music, food trucks, tastings, and raffles.

Autumn Leaf Run is a 5K trail event at Oakdale Nature Preserve in Freeport on 10/03/2026. The looped course crosses prairies, creek and wooded trails and raises funds for park improvements through the Freeport Parks Foundation.

Two trail routes around Indian Lake County Park in Cross Plains, Wisconsin feature wetlands, forested slopes, and a section of the Ice Age Trail. The event is cup free and includes post-race music, food, and awards.

A community 2-mile cross country run/walk at Glacier Creek Middle School with in-person and virtual options, evening and race-day packet pickup, live electronic results, and awards; proceeds support course upkeep and the high school cross-c..

Coffee-themed 2K and 5K fun run at Case Creek Trails with on-course coffee stations, post-run hot drinks, optional swag, and proceeds supporting the local animal shelter.

Looped trail race in Dodgeville Wisconsin with 50K, 20 mile and 10 mile options across rocky singletrack, ridgelines and fully stocked aid stations.

Trail run and walk at Backbone State Park on October 10, 2026 with two route choices: a 4 mile loop and a 10K lake loop. Day of registration is available and proceeds support Backbone State Park.

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.

Looped 100-mile and 100K trail races around the Mines of Spain Recreation Area in Dubuque, IA, with varied terrain, scenic Mississippi River views, and significant elevation gain.

Nature-based out-and-back event in Roscoe, IL offering a 5K run or 2 mile walk on mixed gravel and crushed limestone, starting at Roscoe Middle School and passing a water station twice.

An October trail run at the Black Hawk Unit of the Lower Wisconsin State Riverway, organized by volunteers. Proceeds support local conservation groups and the event posts results and photos after the run.

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 on single track with three aid stations and river and bluff views.