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...
42nd Annual Nouveau Parade & Celebration
Galena Cellars Wine Tasting Room • Nov 20 @ 11AM
Galena Cellars' 42nd Annual Nouveau Celebration features a festive Main Street parade, the release of the 2026 Nouveau wine, and a weekend of live music, wine…
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Galena’s Jeep Jingle
Nov 28 @ 5PM
Celebrate the start of the holiday season in Galena with the Jeep Jingle at 5 PM, Santa’s tree lighting, and an evening of treats, activities, and…
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Galena Holidaze Festival
Green Street Plaza • Dec 05 @ 11AM
The Galena Holidaze Festival is bringing the magic of Christmastime to Galena, Illinois.
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