Weekend on the Road: Galena

[This story is part of Weekend on the Road, a monthly series highlighting Midwest getaways within six hours of Sangamon County. Each month, we’ll feature a new destination that’s close enough for a quick trip — and just far enough to feel like you’re really away.]

Tucked into the rolling hills of northwestern Illinois, Galena feels like a place where time paused — in the best way. With its historic Main Street lined by 19th-century buildings, cozy shops, and independent restaurants, Galena is one of those rare Midwest gems that blends small-town charm with enough activity to fill an entire weekend. Whether you’re strolling the cobblestone sidewalks with coffee in hand or checking out the antique shops and galleries, it’s the kind of town that invites you to slow down and breathe a little deeper.

Getting to Galena from Springfield is easy. Head north on I-55 toward Bloomington, then transition west on I-74 to Galesburg. From there, take US-20 north through Stockton and into Galena. The drive is a peaceful one, with stretches of farmland, forest, and small towns, and once you reach Jo Daviess County, the scenery turns especially pretty. Expect a 4-hour trip, give or take, depending on stops.

There’s plenty to do once you arrive. Tour the Ulysses S. Grant Home State Historic Site, visit the Galena & U.S. Grant Museum, or take a narrated trolley tour for a broad overview of the town’s past. Outdoor lovers can hike the nearby trails at Horseshoe Mound Preserve or paddle along the Galena River. And when it comes to food, spots like Fried Green Tomatoes or Otto’s Place serve up memorable meals, often with a side of local wine or live music. For lodging, look into quaint inns like the Jail Hill Inn or one of the many charming Airbnbs tucked into the hills.

Galena shines in every season — lush and green in summer, golden in the fall, and twinkling with lights come winter. It's far enough from home to feel like a true getaway, but close enough to make for a stress-free weekend. If you’re craving a destination that’s scenic, walkable, and full of character, this small-town treasure is well worth the drive.