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...
Other Side of the Anvil
Lawn adjacent to the Stillman Mansion • Oct 17 – Oct 18 @ 10AM
Two-day blacksmithing event that features forging and historic demonstrations, like broom tying. This is a unique opportunity to work hands-on with a coal forge and gain…
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Galena 46th Annual Halloween Parade
Main Street, Galena • Oct 31 @ 6:30PM
Join Galena's 46th Annual Halloween Parade & Festival! The largest, longest, and spookiest Parade and Festival in the Tri-State Area!
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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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