28 entries under miserable topic. ×

10
sad(adjective, distressing, tender, gloomy)
5
distressing(adjective, awful, terrible, shocking)
4
grievous(adjective, severe, awful, grim)
4
lamentable(adjective, sad, awful, grim)
3
dolorous(adjective, wretched, anguished)
3
painful(adjective, awful, gloomy, grim)
3
woeful(adjective, wretched, anguished)
2
doleful(adjective, sad, awful, grim)
2
harrowing(adjective, sad, awful, grim)
2
mournful(adjective, sad, awful, grim)
2
plaintive(adjective, gloomy, wretched, anguished)
2
sorrowful(adjective, sad, awful, grim)
1
afflictive(wretched, distressing, upsetting, anguished)
1
anguished(sad, awful, grim, wretched)
1
calamitous(awful, terrible, wretched, dreadful)
1
deplorable(adjective, sad, awful, terrible)
1
dire(awful, terrible, shocking, wretched)
1
dolent(wretched, anguished)
1
lugubrious(wretched, anguished)
1
melancholy(adjective, gloomy, wretched, anguished)
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APASmart Define. (2013). heart-rending thesaurus. Retrieved September 22, 2026, from https://smartdefine.org/heart-rending/thesaurus/synonyms
ChicagoSmart Define. 2013. "heart-rending thesaurus" https://smartdefine.org/heart-rending/thesaurus/synonyms (accessed September 22, 2026).
HarvardSmart Define 2013, heart-rending thesaurus, Smart Define, viewed 22 September, 2026, <https://smartdefine.org/heart-rending/thesaurus/synonyms>.
MLASmart Define. "heart-rending thesaurus" 17 June 2013. Web. 22 September 2026. <https://smartdefine.org/heart-rending/thesaurus/synonyms>