10
low(adjective, bad, blue, sad, unhappy)
10
sorry(adjective, moving, sad, unhappy, sorrow)
10
sullen(adjective, sad, sorrow, depression, feelings)
9
sombre(adjective, sad, sorrowful, distressing, hopeless)
8
discontented(upset, sorrow, melancholy, sadness, resentment)
8
distressing(adjective, sad, miserable, wretched, sorrowful)
8
heavyhearted(adjective, blue, sad, unhappy, gloomy)
8
pensive(adjective, bad, sad, unhappy, sorrow)
8
tearful(adjective, bad, sad, sorrow, depression)
8
wistful(adjective, sad, unhappy, sorrow, depression)
7
deplorable(adjective, bad, happy, sad, sorrow)
7
disappointed(adjective, upset, sorrow, melancholy, sadness)
7
dour(adjective, sad, feelings, miserable, unstable)
7
down in the dumps(expression, adjective, idiom, bad, blue)
7
grave(adjective, bad, sad, sorrow, depression)
7
grim(adjective, dull, blue, sad, unhappy)
7
hurt(upset, sorrow, melancholy, sadness, resentment)
7
languishing(adjective, bad, sad, sorrow, depression)
7
pained(upset, sorrow, melancholy, sadness, resentment)
7
pathetic(adjective, sad, sorrow, depression, woe)
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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>