Doleful

a.

1.

Full of dole or grief; expressing or exciting sorrow; sorrowful; sad; dismal. With screwed face and doleful whine. - South. Regions of sorrow, doleful shades. - Milton.

Adj.

1.

doleful - filled with or evoking sadness; "the child's doleful expression"; "stared with mournful eyes"; "mournful news" Synonyms: mournful

affecting, afflicted, aggrieved, anguished, careworn, cast down, cheerless, crestfallen, depressing, disconsolate, dispirited, distressed, distressing, dolorous, down, down-in-the-mouth, downhearted, dreary, dumb with grief, forlorn, funereal, gloomy, grief-stricken, griefful, grieved, grieving, grievous, harrowing, heartrending, in grief, joyless, lamentable, lugubrious, melancholy, miserable, mourning, moving, pathetic, piteous, pitiable, pitiful, plaintive, plangent, plunged in grief, rueful, ruthful, sorrowed, sorrowing, tearful, touching, woebegone, woeful, wretched