100 Best Midwest Small-Town Getaways
Towering limestone bluffs and the Ohio River frame picturesque Madison, an old riverboat port of 12,400. This town is so tied to the past, 133 downtown blocks are on the National Historic Register of Historic Places, with buildings dating back to 1817. Antiques dealers fill the district, which has served as a model for preservation of other towns. A brick river walk leads visitors close to touring riverboats that regularly dock with loads of vacationers, and a stroll through Madison's hilly streets provides glimpses of lush gardens around grand old homes, some converted to inns.
Drives out of town meander to several award-winning wineries, some of the area's best bike trails and Clifty Falls State Park, where seven waterfalls flow.