Incorporating anthocyanins, valuable natural pigments, into a powder can improve their stability, but exposure to high temperatures during processing can cause them to degrade. The purpose of this study was to investigate how the inlet air temperature during spray drying affects the physical and chemical characteristics as well as the flowability of a grape pomace anthocyanin powder obtained through ultrasound-assisted extraction using acidified water as the solvent. An anthocyanin solution containing 13% (w/v) maltodextrin was subjected to spray drying at temperatures ranging from 120 to 170 °C. Tukey’s test was applied to compare the means of the samples. The samples dried at temperatures between 130 and 170 °C were adequate, with a moisture content < 5% and a water activity < 0.3, indicating that the powder was stable. The highest anthocyanin retention (91.94 ± 1.59%) and process yield (50.00 ± 3.06%) were achieved at 140 °C, while higher temperatures resulted in anthocyanin degradation. Furthermore, the powder exhibited poor flowability, indicating cohesive behavior (Hausner ratio > 42.29% and Carr index > 1.73), which is an industrial parameter rarely considered in spray-drying studies. The acidification process was found to promote high anthocyanin retention following high-temperature processing. However, powders obtained from food matrices with low pH and high sugar content may exhibit increased cohesion due to interaction forces. These findings highlight the potential of utilizing grape pomace and green solvents to produce bioactive-rich powders for industrial applications.