Synonyms of sad

1 Syllable
drear, blue, bad, frail, low, glum, hurt, down, dun
2 Syllables
grieved, touching, joyless, moody, glummer, gravest, wistful, tragic, bitter, dismal, downcast, currish, heartsick, mournful, hurting, poignant, piteous, teary, broody, badder, drearier, duner, dreary, cheerless, mopey, frailer, beatdown, troubled, murkier, murky, beefing, ruthful, graver, moodier, tearful, somber, beat-down, grievous, frailest, baddest, goner, tristful, forlorn, rueful, morbid, low-rent, sorry, cruddy, subdued, dolent, weeping, gloomy
3 Syllables
despondent, pitiful, dirgeful, heartbreaking, heartrending, heartsore, funereal, grim-faced, nubilous, elegiac, bereaved, chapfallen, pitiable, guilt-ridden, grief-stricken, heartbroken, anguished, plaintive, distressed, despairing, depressing, downhearted, doleful, dolorous, lugubrious, depressed, threnodial, blubbery, come-apart, down-in-mouth, splenetic, pensive, crestfallen, distressing, sorrowful, low-grade, second-class, godawful, dysphoric, morose, dejected, lamenting, languishing, hopeless
4 Syllables
contemptible, lachrymose, lamentable, deplorable, saturnine, melancholy, down-in-the-mouth, low-spirited, woebegone, self-reproachful, heavyhearted, penitential, pessimistic, dolesome, dolorific, remorseful, discouraged, drearisome, dispiriting, dirgelike, fatalistic, melancholic, perversive, tenebrific, unsavory, low-quality, miserable, regrettable
5 Syllables
unconsolable, disconsolate, inconsolable, irremediable, demoralized