Trail Running calendar near Galena 2026-2027

Experience ten miles of hills and winding trails through the Byron Forest Preserve and Nardi Equine Prairie. This cup free race features cash prizes and a post race celebration with pizza at Hairy Cow Brewing Company.

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 grassroots trail event in Dixon, IL on a roughly 7.85 mile loop offering distances from about 8 miles up to a 100 Miler, featuring singletrack, meadow and gravel sections, two aid locations, crew access and pacer allowances.

A weekend multi-sport event in Yellow River State Forest combining trail running, catch-and-release fly fishing, and craft beer. Organized by Running Rivers, proceeds support habitat improvement and promote responsible outdoor recreation.

Trail races at Swiss Valley Nature Preserve near Peosta, Iowa, run on a 5.2 mile loop with creek crossings and steep climbs. Options include 50K, 25K and a single 5.2 mile loop, with free camping and showers nearby.

A point to point, all-trail ultramarathon along the Hennepin Canal State Trail in Illinois offering 100 mile, 100 mile team relay, 50 mile and 50K options, with aid stations every 3 to 7 miles and a 30 hour cutoff for Western States eligibi..

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..

A coffee-themed, untimed fun run at Case Creek Trails on October 4, 2026, offering 2K and 5K routes, hot drinks and aid stations. The event raises funds for the local animal shelter and includes optional swag and finish tokens.

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 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 multi-loop trail ultra in Dubuque with 100 mile and 100 kilometer options, varied terrain and substantial elevation gain through the Mines of Spain Recreation Area.

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.