Rhodian amphorae, distinctive for their shape and their rose-stamped handles, are emblematic of specialized wine trade during the Hellenistic period. Their presence in quantity at sites throughout the Mediterranean has been used as a barometer for a city’s financial success and the wealth of its inhabitants, while sudden fluctuations have been correlated with commercial, political or even cultural change. This paper presents a preliminary study of the Rhodian stamped handles from the port city of Ashkelon, in an effort to add nuance to our understanding of the city’s economic development and commercial connections throughout the Hellenistic period. Due to its scale, Ashkelon offers a unique opportunity for spatial study, by comparing distribution patterns between neighborhoods and public or private spaces. The resulting blend of chronological and spatial analysis not only sheds light on use patterns of Rhodian amphorae themselves, but also illuminates a significant commercial and urban shift that occurs in the city at the end of the 2nd century B.C. It likewise demonstrates the value of non-primary contexts a as well as the importance of considering urban syntax in understanding patterns in Rhodian data.