1
as in mournful
expressing or suggesting mourning
a doleful expression on their faces as they said good-bye to the friends they had made over the summer
Synonyms & Similar Words
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Antonyms & Near Antonyms
2
as in sad
feeling unhappiness
the visibly doleful players, heartbroken about their loss
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Antonyms & Near Antonyms
Example Sentences
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Recent Examples of doleful
His doleful father, portrayed by Paul Dooley in a magically right match of performer and material, despairs for his blithely romantic son’s future.
—
Michael Phillips, Chicago Tribune, 19 June 2025
Her Night Moves may have been a thriller, though its focus was less the act of environmental sabotage that its characters carried out than its doleful aftermath.
—Alison Willmore, Vulture, 13 May 2025
James, with his doleful countenance, makes the adult Hal vaguely sympathetic.
—Owen Gleiberman, Variety, 17 Feb. 2025
The song begins with Iommi’s signature doleful blues soloing before kicking into a doomy groove.
—Kory Grow, Rolling Stone, 26 July 2024
See All Example Sentences for doleful
Michael Phillips, Chicago Tribune, 19 June 2025
Her Night Moves may have been a thriller, though its focus was less the act of environmental sabotage that its characters carried out than its doleful aftermath.
—Alison Willmore, Vulture, 13 May 2025
James, with his doleful countenance, makes the adult Hal vaguely sympathetic.
—Owen Gleiberman, Variety, 17 Feb. 2025
The song begins with Iommi’s signature doleful blues soloing before kicking into a doomy groove.
—Kory Grow, Rolling Stone, 26 July 2024
See All Example Sentences for doleful
Recent Examples of Synonyms for doleful
Adjective
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The drama can stir up nostalgia and mournful emotions, and feels personal to many.—
Alyssa Goldberg,
USA Today,
3 June 2026
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On the soundtrack, mournful wailing music presents her as a tragic character.—
Murtada Elfadl,
Variety,
2 June 2026
Adjective
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The sad thing for me is that, as a young actor, there was a platform for small independent films that were interesting.—
Rafa Sales Ross,
Variety,
11 June 2026
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Someone said an ending can be both happy and sad at the same time, which is surely correct.—
Literary Hub,
Literary Hub,
10 June 2026
Adjective
-
And every day, across from them, outside the clinic, about to enter or just leaving, there were women hugging each other and weeping.—
David Mamet,
National Review,
11 Aug. 2022
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The show manages to stay on the brink — always laughing, never quite weeping — for its entire length.—
Helen Shaw,
Vulture,
8 Dec. 2021
Adjective
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Carting around unhappy campers in 100-degree weather and squeezing work into a shorter window is not exactly being poolside with a marg.—
Abby McCloskey,
Twin Cities,
4 June 2026
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Mansfield city hall a point of contention Melissa Perez, who ultimately lost to Simmons in last year’s council race, is one of those unhappy with Mansfield’s leadership and its direction.—
Matthew Adams,
Fort Worth Star-Telegram,
4 June 2026
Adjective
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Also on Monday, senior government, police and military officials attended funeral prayers for the slain security personnel.—
ABC News,
ABC News,
8 June 2026
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With Hillary Dawa alone on the world’s tallest mountain in perilous conditions for so long, his family had already begun funeral rites for him.—
Helen Regan,
CNN Money,
5 June 2026
Adjective
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Wright’s comments come as the latest data from IMF’s PortWatch showed traffic remains depressed through Hormuz, a key route for exporting crude from the Middle East.—
Alex Harring,
CNBC,
9 June 2026
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As anxiety has mounted about depressed entry-level hiring, with Gen Z crowds even booing luminaries such as Eric Schmidt amid commencement speeches touting AI, Dimon has given warm but blunt advice to ambitious young workers.—
Nick Lichtenberg,
Fortune,
29 May 2026
Adjective
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This new dating trend is leaving people baffled and heartbroken.—
Charles Trepany,
USA Today,
9 June 2026
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As word spread of Riley's death, his heartbroken family led the public tributes.—
Kathleen Perricone,
Entertainment Weekly,
8 June 2026
Adjective
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The sea was rough, windy, and miserable.—
Robert McGreevy,
FOXNews.com,
6 June 2026
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The Angels thumped the Colorado Rockies 11-4, but one good night cannot change the trajectory of a miserable season.—
Bill Shaikin,
Los Angeles Times,
4 June 2026
Cite this Entry
“Doleful.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/doleful. Accessed 14 Jun. 2026.
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