Skip to main content

Search the middle of everything...

Shedd Aquarium

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 Country Fair

Grant Park •  Oct 10 – Oct 11 @ 10AM

One of Galena's most popular events featuring more than 100 vendors selling a variety of high-quality, original handmade arts, crafts and fine arts!

Read more about Galena Country Fair

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…

Read more about Other Side of the Anvil

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!

Read more about Galena 46th Annual Halloween Parade

You might also be interested...

Buehler Preserve

Galena

Nature preserve just steps away from downtown Galena.

Read more about Buehler Preserve

Hoof It Goat Treks

Galena

Wander with Goats. Reconnect with Nature.

Read more about Hoof It Goat Treks

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

Subscribe to Our Newsletter

Get inspired by top travel stories, gain access to exclusive promotions and contests, and discover even more reasons to #EnjoyIllinois.