Winston Tunnel State Natural Area
2641 S. Blackjack Rd., Galena, IL 61036
Hiking & Trails
230 acres for public hunting, hiking, nature viewing and an historic railroad tunnel.
While the tunnel itself has been walled off for years now, the entrance and walk along the tracks is beautiful. The trails are mostly either mowed grass or herd path along the way to the tunnel. Half way through the hike, the path drops right onto the old train tracks and heads to the tunnel.
The Winston Tunnel was built in 1888 for the Minnesota and Northwestern Railroad, a line that ran from Chicago to Minneapolis, Omaha and Kansas City.
This is a two-mile hike over some steep terrain that takes about 2 hours. Add extra time for pictures! Open All Year and pet-friendly.
What's happening nearby...
Galena Brew Fest
Chestnut Mountain Resort • Aug 01 @ 1PM
Join the Annual Galena Brew Fest at the beautiful Chestnut Mountain Resort, where you can sample a wide variety of craft beers while enjoying stunning views…
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Galena Main Street Sidewalk Sale
Main Street Galena, IL • Aug 07 – Aug 09 @ 9:30AM
Main Street Boutiques are clearing out their inventory, and you're the lucky winner!
Read more about Galena Main Street Sidewalk Sale
Bicentennial Corn Boil
Galena Recreation Park • Aug 29 @ 12noon
Join the Galena community for the highly anticipated Bicentennial Corn Boil at Recreation Park on August 29, 2026!
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