This chapter examines the presence of Rome in medieval Jewish life. Both the Jews and the Christians at the time were familiar with—if not deeply interested in—the Roman empire. In fact, there is evidence of Jews' everyday contact with ancient Rome. Considerable segments of Roman history were included in books about the Second Temple period. There were also books dedicated to Rome, as well as additional historical information found in chronicles. Rome was also mentioned in works outside the genres of historiography and travel literature—in ethical books and biblical commentaries, for instance. Before discussing the images of Rome in these books, the chapter first considers Rome's image in the talmudic and midrashic literature. Here, the images, symbolism, and vocabulary of the Talmud determined the content of the collective memory of medieval Jews.