There are several synonyms for the phrase "wear sackcloth and ashes." This expression dates back to ancient times and refers to a display of remorse or mourning, usually shown by wearing rough clothing and covering oneself with ashes. Synonyms for this phrase include "grief-stricken," "mourning," "in mourning," "bereaved," "sorrowful," "woeful," or "heartbroken." In modern times, we also use the phrase "down in the dumps" or "down in the mouth" to describe a similar state of sadness or mourning. Regardless of the phrase used, they all convey a sense of deep grief or regret.