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...

19th Annual Galena Oktoberfest

Depot Park •  Oct 03 @ 11AM

Family Fun, Live Polka Music, Wiener Dog Racing, plus German-style Food and Beer, headline this year's popular Galena event!

Read more about 19th Annual Galena Oktoberfest

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

You might also be interested...

Galena River Trail

Galena

A scenic 8.8 mile (one way) trail along the Galena River, just minutes from downtown Galena.

Read more about Galena River Trail

Horseshoe Mound Preserve

Galena

Enjoy some of the best views in Galena Country at Horseshoe Mound Preserve. This scenic outdoor destination has over 200 acres of preserved land and offers…

Read more about Horseshoe Mound Preserve

Tapley Woods State Natural Area

Galena

A quiet, wooded spot along between Elizabeth and Galena.

Read more about Tapley Woods State Natural Area

Subscribe to Our Newsletter

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