Galena is a charming small town that is about a three hour drive from Chicago. When we lived in Chicago, we used to take weekend trips to Galena. It’s a great way to get outside of the Chicagoland area and explore more of Illinois. The town might make you feel like you’re stepping back to a simpler time. Enjoy the shops, restaurants, great hotels, golfing and more. This is one part of the state where there are actually hills that offer beautiful views of the area.