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...

Haunted Galena Conference
DeSoto House Hotel • Apr 04 – Apr 06 @ 4PM
Embrace the Darkness with Haunted Galena Tour Company at the haunted DeSoto House Hotel!
Read more about Haunted Galena Conference
Kiwanis River Trail Run
Galena River Trail • Apr 19 @ 10AM
The Kiwanis Club of Galena invites you to sign up for their Annual Run with proceeds benefitting local organizations with supporting children and improving the quality…
Read more about Kiwanis River Trail Run
Julien Dubuque International Film Fest Screenings in Galena
Galena Center for the Arts, DeSoto House Hotel • Apr 21 – Apr 22 @ 10AM
The Julien Dubuque International Film Festival (JDIFF) begins with the first 2 days in Galena in the Desoto House Hotel and the Galena Center for the Arts
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