Chelating agents’ application for well stimulation is gaining more and more interest, as they can perform under harsh conditions. However, the mutual influence of surfactants and chelating agents on the wettability alteration of hydrophobic carbonate rock under conditions of high-temperature well stimulation is relatively unexplored. This paper aims to study interfacial processes on the surface of hydrophobic rock in the presence of the EDTA-based chelating agent and surfactants of different classes. Cationic (cetyltrimethylammonium bromide, CTAB, and cetylpyridinium bromide, CPB), anionic (sodium dodecyl sulfate, SDS), and amhoteric (alkyldimethyl aminooxide, AO) surfactants were studied. Wettability alteration of model hydrophobic rock was studied under conditions specific to well stimulation. It was shown that chelating agent (CA) alone and its mixture with SDS could not lead to sufficient wettability alteration. CTAB, CPB, and AO were able to change the wettability effectively. A synergistic effect between CA and these surfactants was observed and a possible mechanism was proposed. AO was selected as the most promising surfactant. The influence of surfactant on the CA’s dissolution capacity towards carbonate rock was investigated; dissolution capacity strongly depends on wettability alteration. Finally, the effect of CA, AO, and their mixture on the wettability of aged reservoir rock was studied and the absence of negative effects was proven.