35 entries under miserable topic. ×

10
distressing(adjective, mean, moving, poor, low)
8
sad(adjective, mean, low, tender)
6
deplorable(adjective, mean, low, sad, awful)
5
dire(adjective, unpleasant, awful, terrible)
5
lamentable(adjective, mean, low, sad)
4
calamitous(adjective, sad, unhappy, unpleasant, awful)
4
afflictive(adjective, unpleasant, awful, terrible)
4
dismal(mean, low, sad, awful, terrible)
4
piteous(adjective, mean, low, sad)
3
wretched(adjective, mean, low, sad, unhappy)
2
upsetting(adjective, moving, sad, shocking)
2
disappointing(adjective, sad, unhappy, sorrowful)
2
gloomy(sad, unhappy, awful, terrible)
2
melancholy(sad, wretched, pitiful, pathetic)
2
mournful(mean, low, sad, awful)
2
pitiable(adjective, mean, low, sad, tender)
2
poor(mean, low, sad, unhappy)
2
sorry(mean, low, sad, unhappy)
1
bad(adjective, sad, unhappy, unpleasant, terrible)
1
inadequate(mean, low, sad, unhappy)
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APASmart Define. (2015). heartbreaking thesaurus. Retrieved September 22, 2026, from https://smartdefine.org/heartbreaking/thesaurus/synonyms
ChicagoSmart Define. 2015. "heartbreaking thesaurus" https://smartdefine.org/heartbreaking/thesaurus/synonyms (accessed September 22, 2026).
HarvardSmart Define 2015, heartbreaking thesaurus, Smart Define, viewed 22 September, 2026, <https://smartdefine.org/heartbreaking/thesaurus/synonyms>.
MLASmart Define. "heartbreaking thesaurus" 20 July 2015. Web. 22 September 2026. <https://smartdefine.org/heartbreaking/thesaurus/synonyms>