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Synonyms

doleful

American  
[dohl-fuhl] / ˈdoʊl fəl /

adjective

  1. sorrowful; mournful; melancholy.

    a doleful look on her face.


doleful British  
/ ˈdəʊlfʊl /

adjective

  1. Archaic word: dolesome.  dreary; mournful

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Etymology

Origin of doleful

First recorded in 1225–75, doleful is from the Middle English word dol-ful. See dole 2, -ful

Explanation

To be doleful is to be down in the dumps, to have a hole in your soul, to be full of woe. Doleful has nothing to do with a doe, a deer or a female deer. Unless one of those animals has a really sad look in its eyes. Expressions can be doleful, ditto a song or a set of circumstances. You can use the adjective doleful to describe something that is bringing you down, that makes you want to give into gravity or crawl into bed. Doleful is pretty much the opposite of how a ray of golden sun can make you feel.

Keep Reading on Vocabulary.com

Vocabulary lists containing doleful

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

See Examples For:

“Doonesbury”—which still publishes once a week—has always had more words than most other cartoons and very little action, its closing note often one of doleful recognition.

From The Wall Street Journal Jun. 19, 2026

With his doleful singing voice and a prolific work rate, he's transformed the sound of música urbana, combining elements of trap, hip-hop and R&B with the traditional sounds of Latin pop.

From BBC Feb. 5, 2026

In a sign of the strength of the “Barbie” soundtrack, the winner’s stiffest Oscars competition may have been another song from the film, “I’m Just Ken,” Ryan Gosling’s doleful lamentation.

From New York Times Mar. 10, 2024

A doleful, almost ambient score by Zviad Mgebry lends to the poignant tone and patient pace.

From Los Angeles Times Aug. 4, 2023

In June 1940, when she went on a long-awaited trip to Mexico, William’s letters were doleful but discreet.

From "The Woman All Spies Fear" by Amy Butler Greenfield

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