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...

Live @ The Plaza
Green Street Plaza • Jun 12 @ 5PM
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2025 Galena Pride Picnic
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Celebrate diversity, love, and unity at Galena's annual Pride Picnic, organized by the Galena Public Library!
Read more about 2025 Galena Pride Picnic
Great Galena Balloon Race
Eagle Ridge Resort & Spa • Jun 20 – Jun 22 @ 5PM
Hot Air Balloon Race and Festival in Galena!
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