5
nettled(adjective, upset, sorrow, melancholy, sadness)
5
perturbed(adjective, upset, sorrow, melancholy, sadness)
5
pessimistic(adjective, low, sad, depressed, hopeless)
5
pissed off(adjective, upset, sorrow, melancholy, sadness)
5
regrettable(adjective, happy, sad, sorrow, depression)
5
resentful(adjective, upset, sorrow, melancholy, sadness)
5
riled(adjective, upset, sorrow, melancholy, sadness)
5
solemn(adjective, sad, sorrow, depression, woe)
5
soul-crushing
5
sour(adjective, feelings)
5
troubled(adjective, bad, unhappy, gloomy, miserable)
5
unfortunate(adjective, sad, sorrow, depression, woe)
5
unfulfilled(adjective, upset, sorrow, melancholy, sadness)
5
vexed(adjective, upset, sorrow, melancholy, sadness)
5
weeping
4
affecting(adjective, sad, wretched, pitiful, mournful)
4
brokenhearted(gloomy, depressed, wretched)
4
brooding(adjective, bad, sad, unhappy, feelings)
4
broody(adjective, sad, unhappy, feelings, miserable)
4
cantankerous(adjective, feelings, unstable, changeable, sorrowful)
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APASmart Define. (2016). doleful thesaurus. Retrieved September 26, 2026, from https://smartdefine.org/doleful/thesaurus/synonyms
ChicagoSmart Define. 2016. "doleful thesaurus" https://smartdefine.org/doleful/thesaurus/synonyms (accessed September 26, 2026).
HarvardSmart Define 2016, doleful thesaurus, Smart Define, viewed 26 September, 2026, <https://smartdefine.org/doleful/thesaurus/synonyms>.
MLASmart Define. "doleful thesaurus" 23 March 2016. Web. 26 September 2026. <https://smartdefine.org/doleful/thesaurus/synonyms>