Conservation or rehabilitation can describe archaeological preservations of valuable resources that are at the risk of getting extinct. Today, rehabilitation exceeds just a celebration of historical icons. The everincreasing human demand in the urban heritages has encouraged the conservation and rehabilitation programs to be consistent with economic and social development, in fact going beyond sustainability towards being regenerative. This paper draws insights on the best practice approaches to conservation and rehabilitation of the heritage sites, having Mexico City and Fez, as a case study. This does not mean that the best practice approach is error-free or superior (Liu et al., 2019). It, however, shows which approach has several constraints and difficulties. As a result, this paper intends to provide analytical perceptions onto the rehabilitation and conservation program that took in Mexico City and Fez to identify the actions that can support being regenerative towards helping make future rehabilitation and conservation of heritage sites a success.