Freeport
Trail Running Calendar near Freeport 2026-2027
Explore the top trail runs near Freeport for 2026-2027! We've gathered 4 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
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.
October 2026
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.
November 2026
A community Turkey Trot through Atwood Park near 5k with chipped timing, common trail obstacles and door prizes. No GPS or timing devices are allowed and donations are collected for local causes.
May 2027
An obstacle course event at Byron Motosports Park on May 22, 2027 offering 10K and 5K waves, Special Forces, Ruck division and a kids course, produced by a nonprofit honoring service members.