Synonyms of dolesome

1 Syllable
sad, dire
2 Syllables
mournful, grievous, painful, rueful, ruthful, woeful, wretched, dolent
3 Syllables
plaintive, heart-rending, distressing, sorrowful, harrowing, afflicted, doleful, dolorous, lugubrious
4 Syllables
woebegone, lamentable, deplorable, dolorific, melancholy, calamitous, regrettable, afflictive