Successful plant reproduction requires the precise control of the onset of flowering, which involves the transition from the vegetative growth phase to the reproductive growth phase. As a facultative long-day annual species, Arabidopsis thaliana flowers after an exposure to low temperatures under long-day conditions. This seasonal and diurnal control of flowering involves various epigenetic regulatory activities. We herein review the mechanism underlying the relevant epigenetic regulation, with a focus on the two key flowering regulatory genes, FLOWERING LOCUS C (FLC) and FLOWERING LOCUS T (FT). The expression of FLC, which encodes a flowering repressor, is controlled via a complex epigenetic mechanism involving histone modifications and long noncoding RNAs to establish the winter memory of plants annually exposed to winter conditions. In contrast, the expression of FT, which encodes a flowering activator, is temporally regulated through the diurnal binding of polycomb group proteins to the FT promoter to ensure day-length-dependent flowering. Thus, flowering is robustly and dynamically mediated via an epigenetic mechanism to ensure it occurs at the most appropriate time.