Synonyms of woeful

1 Syllable
cruel, bad, poor, mean, grim
2 Syllables
racked, hapless, dreadful, awful, tragic, heartsick, grieving, mournful, lousy, mirthless, rotten, piteous, teary, broody, jonah, shocking, cheerless, crumbier, beefing, ruthful, crumby, tearful, wretched, bummed, grievous, paltry, sorry, feeble, dolent, gloomy
3 Syllables
pitiful, tortured, dirgeful, heartbreaking, heartrending, funereal, afflicted, chapfallen, pitiable, plaintive, anguished, blackhearted, unhappy, disastrous, doleful, dolorous, baleful, pathetic, appalling, sinister, blubbery, aggrieved, distressing, sorrowful, godawful, hopeless
4 Syllables
disgraceful, lamentable, deplorable, saturnine, melancholy, calamitous, undignified, down-in-the-mouth, woebegone, dolesome, dolorific, catastrophic, drearisome, dirgelike, tenebrific, agonized, disappointing, miserable, regrettable
5 Syllables
disconsolate, unfortunate, inadequate, commiserable