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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What a perfect opportunity for the island’s shoe bandit to strike again!—
Nick Caruso,
TVLine,
1 Oct. 2025
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The bandit takes the pair into Shaybani territory, where he is treated with suspicion, to the extent that he is considered a traitor and condemned to die.—
Damon Wise,
Deadline,
28 Sep. 2025
Noun
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Plus, Jude Law brings his movie star charisma as the swaggering pirate captain Jod Na Nawood, who helps the kids find their way back home (for reasons far from mere goodwill).—
Kevin Jacobsen,
Entertainment Weekly,
28 Sep. 2025
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Attendees are encouraged to dress in their best pirate costume.—
Linda Mcintosh,
San Diego Union-Tribune,
25 Sep. 2025
Noun
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There, Pat, Willa, and an assassin follow one another across terrain that bucks and dips like a cartoon water hose.—
Graham Hillard,
The Washington Examiner,
3 Oct. 2025
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Are assassins like Kirk’s killer simply pathological outliers among agitated but otherwise self-restrained populations?—
Ron Barrett,
The Conversation,
2 Oct. 2025
Noun
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The show portrays Watkins introducing Gein to the story of Ilse Koch, a real-life Holocaust war criminal.—
JR Radcliffe,
USA Today,
4 Oct. 2025
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On Tuesday, a total of 300 federal agents stormed a South Side apartment building that Department of Homeland Security officials say harbored criminals.—
Laura Daniella Sepulveda,
AZCentral.com,
4 Oct. 2025
Noun
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Taylor Swift loves her mad women and outlaw ladies, her queens with big reputations.—
Rob Sheffield,
Rolling Stone,
4 Oct. 2025
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Hunnam played Jax Teller, who must carry on his late father’s legacy as leader of an outlaw motorcycle club.—
Daniel D'Addario,
Variety,
30 Sep. 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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Many state and local leaders, including the governor, have argued the bed shortage and overcrowding lead to dangerous offenders being released early from prison, creating risks for the public.—
Penny Weaver,
Arkansas Online,
7 Oct. 2025
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According to Bates, there were between 5,000 and 6,000 such offenders in the city.—
Stepheny Price,
FOXNews.com,
7 Oct. 2025
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 8 Oct. 2025.
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