A doleful expression, manner, or voice is depressing and miserable. He gave me a long, doleful look. = mournful + dolefully dole·ful·ly `I don't know why they left,' he said dolefully. very sad (dole (13-19 centuries), from dolere )
filled with or evoking sadness; "the child's doleful expression"; "stared with mournful eyes"; "mournful news
filled with or evoking sadness; "the child's doleful expression"; "stared with mournful eyes"; "mournful news"