Hillsboro, WI is in the Driftless Region

Hillsboro is a small, picturesque city in Vernon County, Wisconsin, situated along the West Branch of the Baraboo River. With a population of just under 1,400 residents, the community spans about 1.5 square miles and is widely known as the eastern gateway to the Driftless Region—a beautiful, unglaciated area characterized by winding rivers and steep, abundant hills. The city prides itself on offering a classic, tight-knit “small-town Wisconsin” lifestyle anchored by its historic downtown.

Beyond its scenic landscape, Hillsboro is celebrated for its robust outdoor recreation and unique local attractions. It serves as an excellent destination or home base for enjoying activities like world-class trout fishing, paddling the Kickapoo and Baraboo Rivers, and exploring nearby Wildcat Mountain State Park. The surrounding countryside is also famous for historic farmsteads, Vernon County’s unique round barns, local Amish settlements, and popular motorcycling routes, making it a perfect final stop for a riding guide