108 entries under unpleasant topic. ×

8
hapless(adjective, sad, unhappy, woe)
7
poor(adjective, sad, unhappy, terrible)
7
ruthful(adjective, sad, unhappy, sorrow)
6
afflictive(adjective, sad, pain, sorrow)
6
brokenhearted(adjective, sad, unhappy, woe)
6
heartbreaking(adjective, mean, moving, poor, low)
6
nasty(adjective, mean, rough, offensive)
6
painful(adjective, sad, unhappy, gloomy)
6
paltry(adjective, sad, unhappy, terrible)
6
poignant(adjective, upset, moving, sad, unhappy)
6
vicious(adjective, awful, terrible, horrible)
5
abject(adjective, sad, unhappy, woe)
5
disagreeable(adjective, offensive, vicious, painful)
5
infelicitous(adjective, sad, unhappy, woe)
5
offensive(adjective, mean, rough, base)
5
rotten(adjective, sad, offensive, unhappy)
5
unlucky(adjective, sad, unhappy, woe)
4
upsetting(adjective, offensive, unhappy, terrible)
3
annoying(adjective, offensive, disgusting, vicious)
3
hard(adjective, sad, unhappy, vicious)
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APASmart Define. (2015). woeful thesaurus. Retrieved October 1, 2026, from https://smartdefine.org/woeful/thesaurus/synonyms
ChicagoSmart Define. 2015. "woeful thesaurus" https://smartdefine.org/woeful/thesaurus/synonyms (accessed October 1, 2026).
HarvardSmart Define 2015, woeful thesaurus, Smart Define, viewed 1 October, 2026, <https://smartdefine.org/woeful/thesaurus/synonyms>.
MLASmart Define. "woeful thesaurus" 10 April 2015. Web. 1 October 2026. <https://smartdefine.org/woeful/thesaurus/synonyms>