Today much attention is being given to the concept of a healthy city. However, a “healthy city” as it is still developing as a term as well as a real experience, and since it is subject to many parameters which do not necessarily run parallel to each other or work together, the need for incoming paradigms of healthy cities is needed. In addition to the contemporary paradigms, the study of the historical experiences and examples can enrich the understanding a healthy city’s historical background and can help in learning from the past. Especially, the Greek paradigm seems of particular importance as the idea of the creation of healthy cities seems to be central in the Hellenic (Greek) culture, the first anthropocentric culture developed in Europe which is perceived to form the base of the so called Western Civilization. The conceptions of a healthy city as well as the principles of the planning and design of healthy cities were supported by the Hellenic Mythology, Philosophy, Art and Science. Among the Greek sources of information concerning the conceptions of a healthy city is the Greek Mythology and especially the myths concentrated upon the notion of health and welfare. Another source of information can be considered the Hippocrates Collection and especially his treatise: “About Air, Water, Topos (Places)”. The conceptions of a healthy city were expressed in various applications on the Greek cities and some settings particularly devoted to health, such as the Asklepieia. Asklepieia were centres of worship of the hero, divine physician and healing god, Asklepios and, in fact, they were the first health care campuses and Medical Schools in Europe. Asklepieia, starting from central Greece, were spread through out the Mediterranean Basin and beyond and offered therapeutic treatment for many centuries in the then Hellenic territory, from the War of Troy though out the Classical, Hellenistic and Roman times to the early-Byzantine times (approximately the 6th century AD) until the total prevalence of Christianity. Asklepieia including all the amenities of a city can be considered as a paradigm of the physical manifestation of the healthy city conceptions in Greece. It is valuable to look for examples and develop studies not only among contemporary cultures and experiences but also among various historical periods in order to approach a holistic conception of a healthy city.