as in brigand
a man especially in the past who stopped travelers on roads and robbed them
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Recent Examples of highwayman
Shortly before midnight on May 23, 1798, highwaymen just north of Dublin intercepted and set on fire a mail coach headed to Belfast.
—
Joseph Patrick Kelly, The Conversation, 20 May 2025
The sybaritic highwayman Macheath maneuvers between a cutthroat capitalist milieu (Mr. and Mrs. Peachum) and a corrupt police force (led by Tiger Brown) while seducing daughters from both worlds (Polly Peachum and Lucy Brown).
—Alex Ross, New Yorker, 14 Apr. 2025
In the irreverent retelling of the 18th-century highwayman’s life, Turpin is the most famous but least likely of robbers, whose success is defined mostly by his charm, showmanship, and great hair.
—Jake Kanter, Deadline, 16 Jan. 2025
Written by Fielding, Richard Naylor and Jon Brittain, the series followed the contemptuous life of the 18th-century highwayman, known in York, England, as a thief, poacher and killer but whose exploits have been widely romanticized in modern culture.
—Lily Ford, The Hollywood Reporter, 16 Jan. 2025
Dick Turpin was an English robber and highwayman whose criminal activities gained him notoriety in the early eighteenth century.
—Ben Morse, CNN, 14 Jan. 2025
The group gets further assistance from a charming aristocratic dandy/secret highwayman named Charles Devereaux (Frank Dillane).
—Ars Technica, 24 Dec. 2024
He is captured by Bedouin highwaymen, who plan to rob him.
—Steve Hindy, Foreign Affairs, 27 Aug. 2015
Joseph Patrick Kelly, The Conversation, 20 May 2025
The sybaritic highwayman Macheath maneuvers between a cutthroat capitalist milieu (Mr. and Mrs. Peachum) and a corrupt police force (led by Tiger Brown) while seducing daughters from both worlds (Polly Peachum and Lucy Brown).
—Alex Ross, New Yorker, 14 Apr. 2025
In the irreverent retelling of the 18th-century highwayman’s life, Turpin is the most famous but least likely of robbers, whose success is defined mostly by his charm, showmanship, and great hair.
—Jake Kanter, Deadline, 16 Jan. 2025
Written by Fielding, Richard Naylor and Jon Brittain, the series followed the contemptuous life of the 18th-century highwayman, known in York, England, as a thief, poacher and killer but whose exploits have been widely romanticized in modern culture.
—Lily Ford, The Hollywood Reporter, 16 Jan. 2025
Dick Turpin was an English robber and highwayman whose criminal activities gained him notoriety in the early eighteenth century.
—Ben Morse, CNN, 14 Jan. 2025
The group gets further assistance from a charming aristocratic dandy/secret highwayman named Charles Devereaux (Frank Dillane).
—Ars Technica, 24 Dec. 2024
He is captured by Bedouin highwaymen, who plan to rob him.
—Steve Hindy, Foreign Affairs, 27 Aug. 2015
Recent Examples of Synonyms for highwayman
Noun
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Then rumors started spreading about armed brigands that would come to town to steal what little harvest folks had left, so towns raised militias to fight back.—
Popular Science Team,
Popular Science,
24 Sep. 2025
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Captured by brigands, the immigrants are herded into a remote Libyan prison camp where they are tormented and tortured.—
Peter Rainer,
The Christian Science Monitor,
22 Feb. 2024
Noun
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In classical antiquity, the mountainous region was notorious for bandits; in modern times, blood feuds among clans were rife.—
Literary Hub,
Literary Hub,
22 Oct. 2025
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Shortly after the museum opened on Sunday morning, two bandits used a lift on a truck to break into its Galerie d'Apollon, which houses the French crown jewels and other treasures, through a second-floor window.—
NPR,
NPR,
20 Oct. 2025
Noun
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Maybe Charles went on to become a famous nephrologist, or part of the Christian-pirate community, or both.—
Sam Lipsyte,
New Yorker,
19 Oct. 2025
-
Treasure Island had a pirate show, and the Mirage had this volcano show.—
Ashley J. DiMella,
FOXNews.com,
19 Oct. 2025
Noun
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Pursued by brutal mercenaries and a deadly assassin, the trio must navigate twists, betrayals and historical secrets buried deep in Europe’s past.—
Leo Barraclough,
Variety,
22 Oct. 2025
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Mistaken for the world’s deadliest assassin, Ben becomes the perfect decoy for Eden.—
Matt Grobar,
Deadline,
20 Oct. 2025
Noun
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To suggest that another candidate’s supporters are criminals — particularly when that candidate is, by all measures, poised to win at least a plurality of votes in the city — does not seem like a recipe for earning New Yorkers’ support.—
New York Times,
New York Times,
25 Oct. 2025
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Binance also lacked protocols — standard for financial services companies — to report transactions for money laundering risks, according to the Justice Department, and employees were well aware that such an oversight would invite criminals to the platform.—
Allison Morrow,
CNN Money,
24 Oct. 2025
Noun
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Rapunzel embarks on an adventure and eventually reunites with her parents with the help of the outlaw Flynn Rider (Zachary Levi).—
Tommy McArdle,
PEOPLE,
21 Oct. 2025
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Like Jeff, Ryan Gosling’s character in The Place Beyond the Pines becomes an outlaw because of this consumerist pressure.—
Roxana Hadadi,
Vulture,
16 Oct. 2025
Noun
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And sometimes the best care is not bringing in a bunch of — as Kareem Abdul-Jabbar put it — a throbbing scum of fame-hungry desperados.—
Andy Greene,
Rolling Stone,
31 July 2025
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The latter implies that occasionally a few or many desperados enter the Treasury markets, selling everything in sight with an eye on bringing discipline or whatever to Washington.—
John Tamny,
Forbes.com,
25 May 2025
Noun
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All colors change under different lights, but white is one of the biggest offenders due to its highly reflective quality.—
Sophie Flaxman,
Better Homes & Gardens,
20 Oct. 2025
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This approach will ensure that this tool is aimed at giving the worst offenders a financial incentive to operate by the same set of rules as the rest of us.—
Wes Burdine,
Twin Cities,
19 Oct. 2025
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 29 Oct. 2025.
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