7
piteous(adjective, sad, unhappy, melancholy, miserable)
7
pitiful(adjective, sad, awful, miserable, grim)
7
sulky(adjective, feelings, unstable, changeable, dejection)
7
tragic(adjective, bad, sad, sorrow, depression)
6
disheartened(adjective, low, sad, unhappy, miserable)
5
afflictive(adjective, bad, sad, sorrow, depression)
5
discontent(upset, sorrow, melancholy, sadness, resentment)
5
hangdog(upset, sorrow, melancholy, sadness, resentment)
5
piqued(upset, sorrow, melancholy, sadness, resentment)
5
ruthful(adjective, bad, sad, sorrow, depression)
5
aggrieved(upset, sorrow, melancholy, sadness, resentment)
5
bitter
5
bleak(adjective, dull, blue, obscure, sad)
5
bored(adjective, upset, sorrow, melancholy, sadness)
5
chagrined(adjective, upset, sorrow, melancholy, sadness)
5
cheesed off(adjective, upset, sorrow, melancholy, sadness)
5
disenchanted(adjective, upset, sorrow, melancholy, sadness)
5
disgruntled(adjective, upset, sorrow, melancholy, sadness)
5
disillusioned(adjective, upset, sorrow, melancholy, sadness)
5
displeased(adjective, upset, sorrow, melancholy, sadness)
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APASmart Define. (2016). doleful thesaurus. Retrieved September 25, 2026, from https://smartdefine.org/doleful/thesaurus/synonyms
ChicagoSmart Define. 2016. "doleful thesaurus" https://smartdefine.org/doleful/thesaurus/synonyms (accessed September 25, 2026).
HarvardSmart Define 2016, doleful thesaurus, Smart Define, viewed 25 September, 2026, <https://smartdefine.org/doleful/thesaurus/synonyms>.
MLASmart Define. "doleful thesaurus" 23 March 2016. Web. 25 September 2026. <https://smartdefine.org/doleful/thesaurus/synonyms>