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 5k Stair Challenge
Sep 13 @ 9AM
The Galena 5K Stair Challenge, hosted by The Galena Area EMS District, Galena Police Department, and Galena Fire Department, is an annual event honoring heroes of…
Read more about Galena 5k Stair Challenge
Galena Historical Society's 31st Annual Cemetery Walk
Greenwood Cemetery • Sep 13 – Sep 14 @ 1PM
Performers of the Cemetery Walk will be exploring the rugged lives of early settlers, sharing stories of prosperity and the challenges of intersecting cultures, politics, war and…
Read more about Galena Historical Society's 31st Annual Cemetery Walk
Galena Cellars Annual Fall Harvest Festival
Galena Cellars Vineyard & Winery • Sep 27 @ 11AM
Join Galena Cellars as they celebrate the 2025 Harvest! The 15th Annual Fall Harvest & Art Festival will take place at the Galena Cellars Vineyard.
Read more about Galena Cellars Annual Fall Harvest FestivalYou might also be interested...
Chestnut Mountain Resort - Outdoor Activities
Galena
Chestnut Mountain is a full-service, 120-unit resort situated eight miles southeast of Galena on a wooded palisade overlooking the Mississippi River. This resort offers an array…
Read more about Chestnut Mountain Resort - Outdoor Activities
Hoof It Goat Treks
Galena
Wander with Goats. Reconnect with Nature.
Read more about Hoof It Goat Treks
Long Hollow Canopy Tours
Galena
At Long Hollow Canopy Tours, every day is an adventure!
Read more about Long Hollow Canopy Tours