101 entries under painful topic. ×

9
odious(adjective, awful, terrible, horrible)
8
bad(adjective, low, sad, offensive, unhappy)
8
bitter(adjective, unhappy, unpleasant, gloomy, miserable)
8
funereal(adjective, dull, sad, unhappy, dark)
7
depressing(adjective, dull, sad, pain, unhappy)
7
grueling(adjective, awful, terrible, horrible)
7
harrowing(adjective, awful, terrible, horrible)
7
heartbroken(adjective, sad, unhappy, gloomy, miserable)
6
afflictive(adjective, sad, pain, unpleasant, sorrow)
6
distressful(adjective, adverse)
6
heartbreaking(adjective, mean, moving, poor, low)
6
painful(adjective, sad, unhappy, unpleasant, gloomy)
6
poignant(adjective, upset, moving, sad, unhappy)
6
somber(adjective, dull, bad, low, sad)
6
vicious(adjective, unpleasant, awful, terrible, horrible)
5
affecting(adjective, mean, low, sad, pain)
5
disagreeable(adjective, offensive, unpleasant, vicious)
5
horrendous(adjective, awful, terrible, horrible)
5
offensive(adjective, mean, rough, unpleasant, base)
5
sore(adjective, upset, wrong, sorrow, melancholy)
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APASmart Define. (2015). woeful thesaurus. Retrieved September 30, 2026, from https://smartdefine.org/woeful/thesaurus/synonyms
ChicagoSmart Define. 2015. "woeful thesaurus" https://smartdefine.org/woeful/thesaurus/synonyms (accessed September 30, 2026).
HarvardSmart Define 2015, woeful thesaurus, Smart Define, viewed 30 September, 2026, <https://smartdefine.org/woeful/thesaurus/synonyms>.
MLASmart Define. "woeful thesaurus" 10 April 2015. Web. 30 September 2026. <https://smartdefine.org/woeful/thesaurus/synonyms>