Providing constantly updated information on vegetation serves as a basis for studies of natural resources and ecological issues. This paper discusses the question related to an appropriate season(s) for classification vegetation cover in the Mediterranean region and detecting its changes using Landsat imagery. Autumn, spring, and multi-seasonal satellite images, captured in 2017, were used to classify vegetation cover in a part of the Lattakia province, Syria. The satellite images were classified using the random forest algorithm, and high spatial resolution satellite images Google Earth Pro were used as reference data. The results indicate better effectiveness of the autumn images over spring ones for vegetation cover classification with 73.6% and 62.4% overall accuracy, respectively. In addition, a comparison of autumn and multi-seasonal Landsat images indicates no significant statistical difference in the accuracy of vegetation cover classification at the significance level of 0.05, which illustrates the effectiveness of using autumn images to classify the vegetation cover of the Mediterranean region. Furthermore, the obtained results show the necessity of using additional features as the spectral channels may not be sufficient for mapping vegetation cover in the Mediterranean region with high accuracy.