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Synonyms for Woebegone (same or very similar meaning)

WordNet sense 1 (worn and broken down by hard use):
creaky, decrepit, derelict, flea-bitten, run-down

WordNet sense 2 (affected by wear; damaged by long use):
worn

WordNet sense 3 (affected by or full of grief or woe):
woeful

WordNet sense 4 (experiencing or marked by or expressing sorrow especially that associated with irreparable loss):
sorrowful


From the ODE community, based on WordNetadd/edit