WordNet sense 1 (affected by or full of grief or woe):

woebegone, woeful

WordNet sense 2 (of things that make you feel sad):

sad

WordNet sense 3 (expressing sorrow):

mournful

WordNet sense 4 (excessively mournful):

lugubrious

WordNet sense 5 (causing or marked by grief or anguish):

grievous

WordNet sense 6 (showing sorrow):

dolorous

WordNet sense 7 (full of sorrow):

heartbroken