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From The Collaborative International Dictionary of English v.0.44 [gcide]:
Doleful \Dole"ful\, adjective 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.
Syn: Piteous; rueful; sorrowful; woeful; melancholy; sad gloomy; dismal; dolorous; woe-begone. -- {Dole"ful*ly}, adverb -- {Dole"ful*ness}, noun
From WordNet (r) 2.0 [wn]:
doleful
adjective: filled with or evoking sadness; "the child's doleful expression"; "stared with mournful eyes"; "mournful news" [syn: {mournful}]
From Moby Thesaurus II by Grady Ward, 1.0 [moby-thes]:
60 Moby Thesaurus words for "doleful": affecting, afflicted, aggrieved, anguished, blue, careworn, cast down, cheerless, crestfallen, dejected, depressed, 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, mournful, mourning, moving, pathetic, piteous, pitiable, pitiful, plaintive, plangent, plunged in grief, rueful, ruthful, sad, sorrowed, sorrowful, sorrowing, tearful, touching, unhappy, woebegone, woeful, wretched
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