woebegone (adj.)
- affecting
- afflictive
- bitter
- black
- bleak
- blue
- cheerless
- comfortless
- crestfallen
- crushed
- dashed
- dejected
- deplorable
- depressed
- depressing
- depressive
- desolate
- despairing
- despondent
- dilapidated
- disconsolate
- discouraged
- disheartened
- dismal
- dismaying
- dispirited
- dispiriting
- distressful
- distressing
- dolorous
- down
- downcast
- downhearted
- dreary
- drooping
- droopy
- funereal
- grievous
- heartless
- heartsick
- hypochondriac
- hypochondriacal
- joyless
- lamentable
- low
- low-spirited
- lugubrious
- melancholy
- miserable
- mournful
- moving
- oppressive
- painful
- pathetic
- pessimistic
- piteous
- pitiable
- poignant
- regrettable
- rueful
- sad
- shabby
- sharp
- sore
- sorrowful
- spiritless
- stricken
- subdued
- suicidal
- touching
- uncomfortable
- woeful
- world-weary
- worn
- wretched