doleful

adjective

dole·​ful ˈdōl-fəl How to pronounce doleful (audio)
1
: full of grief : cheerless
a doleful face
2
: expressing grief : sad
a doleful melody
3
: causing grief or affliction
a doleful loss
dolefully adverb
dolefulness noun

Examples of doleful in a Sentence

The girl had a doleful look on her face. You sounded so doleful about your future that night.
Recent Examples on the Web
Examples are automatically compiled from online sources to show current usage. Read More Opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback.
James, with his doleful countenance, makes the adult Hal vaguely sympathetic. Owen Gleiberman, Variety, 17 Feb. 2025 Krauss’s ethereal voice is as haunting as ever on this mournful ballad, where doleful lyrics look back on a time marked by regret and deceit, and get elevated by the elegant interplay between Krauss’ voice and Jerry Douglas’s soul-piercing steel guitar. Jessica Nicholson, Billboard, 3 Feb. 2025 But while his focus may be on the end, Mahashmashana is anything but dour or doleful. Jon Blistein, Rolling Stone, 19 Nov. 2024 James, with his doleful countenance, makes the adult Hal vaguely sympathetic. Owen Gleiberman, Variety, 17 Feb. 2025 See All Example Sentences for doleful

Word History

Etymology

see dole entry 1

First Known Use

13th century, in the meaning defined at sense 3

Time Traveler
The first known use of doleful was in the 13th century

Browse Nearby Words

Cite this Entry

“Doleful.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/doleful. Accessed 18 Apr. 2025.

Kids Definition

doleful

adjective
dole·​ful ˈdōl-fəl How to pronounce doleful (audio)
1
: full of grief : sad
2
: expressing grief
dolefully adverb
dolefulness noun

More from Merriam-Webster on doleful

Last Updated: - Updated example sentences
Love words? Need even more definitions?

Subscribe to America's largest dictionary and get thousands more definitions and advanced search—ad free!