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 looped ultramarathon in Dixon, IL with a roughly 7.85 mile loop and distances to 100 miles. The course mixes singletrack, meadow and gravel, features two aid stations, allows crew and pacers, and awards finishers.

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 Center in Peosta, Iowa offer 5.2 mile loops in three distance options, with multiple loops forming the 25K and 50K. Camping, showers, and shuttle service are available for participants.

Point-to-point, all-trail ultramarathon along the Hennepin Canal between Sterling and Colona, Illinois, offering 100 mile, 50 mile, 50K and team relay options with regular aid stations 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..

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.

Backbone Trail Run is a trail running event on October 10, 2026, at Backbone State Park in Dundee, Iowa, organized by Backbone Lake Friends to highlight the park and its trails.

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.

Trail 100 mile and 100K races in Dubuque, Iowa on a multi-loop marked course through the Mines of Spain Recreation Area, featuring varied terrain, river views, and substantial loop-based elevation. Organized by Sun Trail Running.

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.