Illinois
Where History Lives on Main Street
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Galena is a time capsule of 19th-century America, where 85% of its buildings are on the National Register of Historic Places. Built on lead mining wealth in the 1850s, this town on the Galena River was once larger than Chicago and sent nine generals to the Civil War—most famously Ulysses S. Grant, whose home still stands on Bouthillier Street.
Main Street descends toward the river in a sweep of Italianate and Greek Revival commercial buildings, their original cast-iron storefronts now housing boutiques, galleries, and restaurants. The surrounding hills roll with vineyards, and the countryside offers some of the Midwest's most scenic driving.
Unlike many preserved towns, Galena never needed restoration—it simply never changed. When the lead mines played out and the railroad bypassed the town, Galena was frozen in amber, waiting to be rediscovered by travelers seeking authentic Americana.
A remarkably preserved 1850s commercial district with original storefronts
The home given to Grant by grateful citizens after the Civil War
Scenic waterway with riverside walks and kayaking
Award-winning wineries in the surrounding hills
Galena is about 2.5 hours from Chicago and makes an ideal weekend getaway. The town is busiest during fall colors and the holiday season, when Main Street hosts special events. Spring and summer offer pleasant weather for exploring the countryside.