This word is acceptable for play in the US & UK dictionaries that are being used in the following games:

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adj. Filled with or expressing grief; mournful. See Synonyms at sad.

adj. Causing grief: a doleful loss.

adj. griefful, mournful, bringing feelings of sadness.

adj. Full of dole or grief; expressing or exciting sorrow; sorrowful; sad; dismal.

Full of dole or grief; sorrowful.

Expressing or causing grief; of a mournful or dismal character; gloomy: as, a doleful whine; a doleful cry.

Crafty; cunning; wily.

Synonyms and Mournful, woeful, rueful, lugubrious, dolorous, piteous, cheerless.

adj. filled with or evoking sadness

"The tearful family followed her into the house and sat in doleful silence watching the big drops that began to beat on the western window."

sad   

melancholy    piteous    woeful    rueful    sad gloomy    woe-begone    dolorous    dismal    sorrowful    sad   

soulful   

plaintive    mournful    piteous    lugubrious    dolorous    dismal    rueful    tearful    wordless    melodious