Wimberley started as a trading post settlement near Cypress Creek in 1848, the year Hays County was organized. After William Carvin Winters built a gristmill at the site in 1856, it took on the name "Winters' Mill". When the mill was sold in 1864 to the Cude family, its name was changed to "Cude's Mill". It was sold again in 1874 to Pleasant Wimberley and took on his name. Over the years, the mill was expanded to process lumber, shingles, flour, molasses, and cotton.