Trail Running calendar near Galena 2026-2027

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

Tough Mudder Chicago at Richardson Adventure Farm on August 29, 2026 combines mud and named obstacles with 5K, 15K, and Infinity lap options plus a Mudder Village festival and finisher rewards.

Trail races of 50K, 10 miles and 5 miles at Scott County Park near Long Grove, IA. The event uses a roughly 10 mile loop, has stocked aid stations, and allows pacers for the 50K with online registration only.

A technical trail event at Franklin Creek State Natural Area offering 5K and 10K courses with multiple creek crossings and forested, hilly terrain. Proceeds benefit the Franklin Creek Conservation Association.

A 5K and 10K trail run through 170 acres of restored prairie and oak savanna in Verona, Wisconsin. Proceeds support Prairie Moraine Friends and amenities include restrooms, aid stations, refreshments, and a takeaway gift.

A three day trail event at Rock Cut State Park featuring a night 10 km plus 25 km and 50 km races, with single race entries and Triple Crown series options that award commemorative spike prizes to finishers.

A trail race at Pleasant Creek Park in Palo, Iowa on September 12, 2026 offering 15K, 30K and 45K on a 15K equestrian loop. Dirt and grass trails, rolling hills, awards and cash prizes for top finishers.

A looped trail event at Loud Thunder Forest Preserve featuring a repeatable 1-mile loop, two course variants with notable elevation per loop, a 4 hour limit, on-course aid at the start/finish, and proceeds returned to the preserve.

An alternating last person standing format between Belleville Community Park and Dot's Tavern, with each leg covering 4.2 miles and runners alternating until one remains. Separate 24 and 48 hour races offer distance buckles and finishers aw..

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 dog friendly untimed 2K and 5K trail run or walk at Case Creek Valley on September 20, 2026. Proceeds support Rock Island County Animal Care and Control and finishers receive a dog tag and treats.

A coffee themed 2K and 5K fun run at Case Creek Trails on September 20, 2026. The untimed route goes through pastures and woodlands, includes hot drinks and refreshments, and supports the Rock Island County Animal Care and Control Shelter.

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 ultra in Dixon, Illinois featuring multiple distances on mixed singletrack and meadow paths. The event provides two aid locations, crew and pacer access, and medals or a buckle for finishers depending on distance.

Trail races at Swiss Valley Nature Preserve near Peosta, Iowa, offering 5.2 mile, 25k and 50k options on a multi loop course with creek crossings and rugged, hilly terrain. Free camping, showers and shuttle service are provided.

A point to point all trail ultramarathon along the Hennepin Canal State Trail in northwest Illinois, offering 100 mile, 50 mile, team relay and a nighttime 50k, with aid stations every 3 to 7 miles and Western States qualification.

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.