From The Collaborative International Dictionary of English v.0.44 [gcide]:
Woeful \Woe"ful\, Woful \Wo"ful\, adjective
1. Full of woe; sorrowful; distressed with grief or calamity; afflicted; wretched; unhappy; sad.
How many woeful widows left to bow To sad disgrace! --Daniel.
2. Bringing calamity, distress, or affliction; as, a woeful event; woeful want.
O woeful day! O day of woe! --Philips.
3. Wretched; paltry; miserable; poor.
What woeful stuff this madrigal would be! --Pope.
From WordNet (r) 2.0 [wn]:
adjective
1: affected by or full of grief or woe; "his sorrow...made him look...haggard and...woebegone"- George du Maurier [syn: {woebegone}]
2: of very poor quality or condition; "deplorable housing conditions in the inner city"; "woeful treatment of the accused"; "woeful errors of judgment" [syn: {deplorable}, {execrable}, {miserable}, {wretched}]
From Moby Thesaurus II by Grady Ward, 1.0 [moby-thes]:
146 Moby Thesaurus words for "woeful": abominable, affecting, afflictive, aggrieved, anguished, arrant, atrocious, awful, base, beastly, beneath contempt, bitter, blameworthy, bleak, brutal, calamitous, careworn, cheerless, comfortless, contemptible, crushed, cut up, deep-troubled, dejected, deplorable, depressed, depressing, depressive, desolate, despicable, detestable, dire, discomforting, disconsolate, disgusting, dismal, dismaying, dispirited, distressful, distressing, doleful, dolorific, dolorogenic, dolorous, downcast, downhearted, dreadful, dreary, dumb with grief, egregious, enormous, fetid, filthy, flagrant, foul, fulsome, grave, grief-stricken, griefful, grieved, grievous, gross, harrowed, hateful, heart-stricken, heart-struck, heartbreaking, heartsick, heinous, horrible, horrid, in grief, in the dumps, inconsolable, infamous, joyless, lamentable, loathsome, lousy, low-spirited, lugubrious, miserable, monstrous, mournful, moving, nasty, nefarious, noisome, notorious, obnoxious, odious, offensive, on the rack, outrageous, overcome, painful, pathetic, piteous, pitiable, pitiful, plaintive, plangent, plunged in grief, poignant, racked, rank, regrettable, reprehensible, repulsive, rotten, rueful, ruthful, sad, saddening, scandalous, schlock, scurvy, shabby, shameful, sharp, shocking, shoddy, sordid, sore, sorrowed, sorrowful, sorrowing, squalid, stricken, suicidal, tearful, terrible, too bad, tortured, touching, unclean, uncomfortable, unfortunate, unprecedented, vile, villainous, woebegone, worst, worthless, wretched, wrung
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