In this essay, the author attempts to discuss the perception by doctors and nurses of the nature of territories of the Caucasus front and the relationship of representatives of the Russian medical and sanitary services with the local population. In this study, the author refers to reports, diaries, memoirs, and press reports of doctors, nurses, orderlies and representatives of the military sanitary department, the Russian Red Cross Society, the Zemstvo and city Union, and other organizations. Contemporaries and participants of the studied events repeatedly point to the “peculiarity” of the Caucasian front. The “special conditions” of the Caucasian theatre had a serious impact on the conduct of hostilities there and, of course, on the work of the medical service. Most of the medical and sanitary representatives of the service of the Caucasian theatre of military operations came from the European part of Russia and for the first time were faced with different natural, geographical, and sanitary conditions, as well as the traditions and mentality of the populations of Transcaucasia, Turkey, and Persia. Some of the staff had lived previously in the Caucasus, but nevertheless encountered a different cultural and natural environment being in Asia Minor and Persia. In these conditions, it was more difficult to organize the medical care of the army, the refugees, and to improve the sanitary situation in the territories occupied by the Russian army. It is important to highlight the unusual nature of that time: it was the first opportunity for women to be involved in this process. Women of the “East” lived in the territories occupied by Russians, while women of the “West” held positions as doctors, nurses, heads of the economy, etc., and they came there together concerning the institutions of sanitary and medical care. At the Caucasian Front, we can discern a forced meeting of “East” and “West”, which had a mutual influence on each other.