This article presents a comparative analysis of three Late Roman sites located at the northern outskirts of the Kharga Oasis in Egypt's Western Desert: Umm al-Dabadib, Ayn al-Labakha, and the Gib/Sumayra Complex. These were part of the district of the Oasis Magna, which included the oases of Dakhla and Kharga. An analysis of their layout, including both shape and extent, is followed by an evaluation of their absolute and relative positions. These data are then compared to the administrative and historical contexts within which the three sites flourished. Both administrative and economic aspects are considered, as well as the presence of the army. The complex picture that emerges suggests that these three sites played several roles at the same time and were part of a large-scale strategic design that encompassed not only the Kharga Oasis but the entire Western Desert.