90 entries under woe topic. ×

9
uncheerful(adjective, sad, unhappy, dark, sorrow)
8
heavy-hearted(adjective, bad, sad, sorrow, depression)
8
languishing(adjective, bad, sad, sorrow, depression)
8
wistful(adjective, sad, unhappy, sorrow, depression)
7
regrettable(verb, adjective, sad, sorrow, depression)
7
tearful(adjective, bad, sad, sorrow, depression)
6
lachrymose(adjective, sad, unhappy, sorrow, depression)
6
pensive(adjective, bad, sad, unhappy, sorrow)
6
ruthful(adjective, bad, sad, sorrow, depression)
5
cringeworthy(adjective, depression, sadness, down)
4
dismaying(adjective, depression, sadness, down)
4
plaintive(adjective, sad, sorrow, depression)
4
triste(adjective, sad, sorrow, depression)
3
in a blue funk(expression, adjective, idiom, sad, unhappy)
3
teary(adjective, sad, sorrow, depression, gloomy)
3
tragical(adjective, sad, sorrow, depression)
3
tristful(adjective, sad, sorrow, depression, depress)
3
unpleasant(adjective, sad, sorrow, depression)
3
unsettling(adjective, bad, sad, sorrow, awful)
3
wailful(adjective, bad, sad, sorrow, depression)
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APASmart Define. (2016). dismal thesaurus. Retrieved September 29, 2026, from https://smartdefine.org/dismal/thesaurus/synonyms
ChicagoSmart Define. 2016. "dismal thesaurus" https://smartdefine.org/dismal/thesaurus/synonyms (accessed September 29, 2026).
HarvardSmart Define 2016, dismal thesaurus, Smart Define, viewed 29 September, 2026, <https://smartdefine.org/dismal/thesaurus/synonyms>.
MLASmart Define. "dismal thesaurus" 24 March 2016. Web. 29 September 2026. <https://smartdefine.org/dismal/thesaurus/synonyms>