The study focuses on the knowledge of the preparations, the role of kinship, ceremonial, the political and religious significance of the third wedding of Vilém of Rosenberg (1535–1592) and Anna Maria of Baden (1562–1583), which took place on the 27th to the 29th of January 1578 in Český Krumlov, where the groom had his main family residence. Vilém of Rosenberg came from an ancient aristocratic family, whose rulers held the foremost place in the Kingdom of Bohemia after the monarch. He was born into the marriage of Jošt III of Rosenberg and Anna of Roggendorf. His first two wives, coming from the princely families of the Holy Roman Empire, were Lutherans. Anna Maria of Baden was the daughter of the Margrave of Baden Philibert and archduchess of Bavaria Matilda of Wittelsbach. When she was orphaned, she was raised with her brother and two sisters in the strictly Catholic milieu of the court of her uncle Albrecht V of Wittelsbach in Munich. In the background of the wedding was Ferdinand of Tyrol, who expected from the new marital alliance strengthening of the Catholicism of the political axis between Innsbruck, Munich, Prague and Vienna. Rudolf II agreed with the creation of the marital alliance, who appreciated in the supreme burgrave of the Kingdom of Bohemia the deep nobility of his family and faithful service to the Habsburgs. In negotiating the terms of the marriage, Vilém of Rosenberg was supported in Munich by Brandenburg Elector Johann Georg of Hohenzollern and the Saxon Elector August of the Wettin family, with whom he was connected by kinship ties. The largest exchange of views was evoked in the correspondence of Albrecht V of Wittelsbach and Vilém of Rosenberg by the wedding ceremony based on the exact sequence of steps, which included the reception of the sacrament of the altar, wedding reception, toast, dance, virgin sacrifice, exchange of wedding gifts and subsequent thanksgiving, chivalric entertainment, fireworks and probably also the reading of celebratory poems. After concluding the marriage, Vilém of Rosenberg expanded his kinship ties to the imperial nobility of the Catholic faith. It was not only his brother-in-law Philip II of Baden, but also both sisters-in-law married after the death of their sister to important princely and countly families of the Holy Roman Empire.