Meanings
comparative more doleful · comparative dolefuller · comparative dolefuler · superlative most doleful · superlative dolefullest · superlative dolefulest
- Filled with grief, mournful, bringing feelings of sadness.
A doleful expression that tugged at my heartstrings.
5 more examples
The doleful peal of the bell indicated another funeral was being held.
A dungeon horrible, on all sides round, / As one great furnace flamed; yet from those flames / No light; but rather darkness visible / Served only to discover sights of woe, / Regions of sorrow, doleful shades, where peace / And rest can never dwell, hope never comes / That comes to all, but torture without end / Still urges, and a fiery deluge, fed / With ever-burning sulphur unconsumed.
1667, John Milton, “Book I”, in Paradise Lost. […], London: […] [Samuel Simmons], and are to be sold by Peter Parker […]; [a]nd by Robert Boulter […]; [a]nd Matthias Walker, […], →OCLC; republished as Paradise Lost in Ten Books: […], London: Basil Montagu Pickering […], 1873, →OCLC, lines 61–69O King this is very doleful. It is told that that traveller came at last to the utter End and there was a mighty gulf, and in the darkness at the bottom of the gulf one small god crept, no bigger than a hare, whose voice came crying in the cold: “I know not.” And beyond the gulf was nought, only the small god crying.
1906, Lord Dunsany [i.e., Edward Plunkett, 18th Baron of Dunsany], Time and the Gods, London: William Heineman, →OCLC, page 55Monday. Delectatio morosa. I spend my doleful days in dumps and dolors. We (mother Haze, Dolores and I) were to go to Our Glass Lake this afternoon, and bathe, and bask; but a nacreous morn degenerated at noon into rain, and Lo made a scene.
1955 September 15, Vladimir Nabokov, chapter 11, in Lolita, Paris: The Olympia Press […], →OCLC“We face a doleful future,” said Dr. Harvey V. Fineberg, a former president of the National Academy of Medicine.
2020 April 18, Donald G. McNeil Jr., “The Coronavirus in America: The Year Ahead”, in New York TimesSynonyms: dolesome, unhappy, cheerless, comfortless, bleak, dark, morose, depressing
Synonyms & antonyms
adjectiveFilled with grief, mournful, bringing feelings of sadness.
More synonyms by meaning
Synonym sets from Open English WordNet, CC BY 4.0.
Origin
- Middle Englishdoleful
- Englishdoleful
From Middle English doleful, doolful, deolful, equivalent to dole + -ful.
More words from Middle English
Full word history & related roots →Translations
Bengali দুঃখজনক, বিষাদময়
- দুঃখজনক (dukkhojonok)evoking sadness
- বিষাদময় (biśadomoẏ)evoking sadness
Bulgarian скръбен, печален
- скръбен (skrăben)evoking sadness
- печален (pečalen)evoking sadness
German traurig, trübsinnig
- traurigevoking sadness
- trübsinnigevoking sadness
- trübseligevoking sadness
Irish acaointeach
- acaointeachevoking sadness
Māori whakapōuri
- whakapōurievoking sadness
Russian ско́рбный, жа́лобный
- ско́рбный (skórbnyj)evoking sadness
- жа́лобный (žálobnyj)evoking sadness
Scottish Gaelic brònach
- brònachevoking sadness
Spanish triste, cabizbajo
- tristeevoking sadness
- cabizbajoevoking sadness
- lúgubreevoking sadness
Rhymes & wordplay
Rhymes with doleful
All rhymes →Cite this entry
doleful. (n.d.). In WatkinsX Dictionary. Retrieved November 2, 2026, from https://dictionary.watkinsx.com/word/doleful
“doleful.” WatkinsX Dictionary, https://dictionary.watkinsx.com/word/doleful. Accessed November 2, 2026.
WatkinsX Dictionary, s.v. “doleful,” accessed November 2, 2026, https://dictionary.watkinsx.com/word/doleful.
Source: doleful on Wiktionary, CC BY-SA 4.0.