doleful (adj.)
- affecting
- afflicted
- anguished
- blue
- careworn
- cheerless
- crestfallen
- dejected
- depressed
- depressing
- disconsolate
- dispirited
- distressed
- distressing
- dolorous
- down
- downhearted
- dreary
- forlorn
- funereal
- gloomy
- grief-stricken
- grieving
- grievous
- harrowing
- heartrending
- joyless
- lamentable
- lugubrious
- melancholy
- miserable
- mournful
- mourning
- moving
- pathetic
- piteous
- pitiable
- pitiful
- plaintive
- plangent
- rueful
- ruthful
- sad
- sorrowful
- sorrowing
- tearful
- touching
- unhappy
- woebegone
- woeful
- wretched
Where gripinge grefes the hart wounde,
And dolefulle dumps the mynde oppresse,
There music with her silver sound
With spede is wont to send redresse.
Hark! from the tombs a doleful sound.
