The world is undergoing massive urbanization and Republic of Moldova is not an exception. Today, when international security environment is facing major difficulties, urban area and urban environment get a decisive role in the context of countering new risks and threats. Thus, a distinct challenge for Moldova are the military hybrid threats. Such types of threats require rethinking and evaluating urban analyses due to the complexity of military and terrorist threats and risks. Urban areas always have been central to, or have significantly influenced, military operations. In this context, we find that the conflict in eastern Ukraine demonstrates that the understanding of the urban environment is an essential element in preventing and limiting adversary objectives. This article describes the analyses of Moldova’s urban environment at operational and tactical level. Also are given recommendations, based on Ukrainian events, in order to prevent a potential military hybrid attack.