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
Dee is in his Springheel Jack costume, since London bobbies of that era would rather work with a mythical highwayman than a real Chinese man.
—Yvonne Zipp, Christian Science Monitor, 1 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
Dee is in his Springheel Jack costume, since London bobbies of that era would rather work with a mythical highwayman than a real Chinese man.
—Yvonne Zipp, Christian Science Monitor, 1 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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The French-language film begins in Spain circa 1845, when Antonio, the blind knife-sharpener, returns to Seville to the great delight of local brigands and soldiers, whose blades have grown dull in his absence.—
David Ehrlich,
IndieWire,
21 May 2026
-
Their stories live on in Sardinian lore with an almost mythical quality, the brigands admired for their intractability.—
IEEE Spectrum,
IEEE Spectrum,
7 May 2026
Noun
-
Re-blockade will now happen at bandit camps and ruins.—
Paul Tassi,
Forbes.com,
22 May 2026
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And what gives her purpose is meeting Ruthye, who’s also endured tragedy, and wants to avenge her family’s death at the hands of the bandit Krem of the Yellow Hills (Matthias Schoenaerts).—
Kate Aurthur,
Variety,
20 May 2026
Noun
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The business will start with six rooms featuring themes like a haunted house, murder mansion, pirate’s cruise and jungle explorer.—
Carolyn Stein,
Chicago Tribune,
5 June 2026
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After the Revolutionary War, the United States maintained no standing fleet, but attacks by the Barbary pirates—corsairs based in North Africa who preyed on American merchant ships and took sailors ransom—drove Congress to reestablish a navy in the 1790s.—
David A. Graham,
The Atlantic,
4 June 2026
Noun
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The bombshells, Gabriel from Brazil and Kayda from New Hampshire, arrive like sexy assassins and silently start making out with everyone standing on a red dot.—
Kathleen Walsh,
Vulture,
3 June 2026
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His legacy as one of rap’s great subliminal assassins is one of the most impressive parts of his career.—
Jayson Buford,
Rolling Stone,
3 June 2026
Noun
-
Russian athletes are routinely asked to answer for the actions of their government, yet athletes from other countries are rarely subjected to the same scrutiny or treated as though they are personally aligned with war criminals or dictators.—
Jon Root OutKick,
FOXNews.com,
7 June 2026
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Rafay Baloch, a cybersecurity expert and author of the book Web Hacking Arsenal, says that criminals specifically look for travelers who appear disoriented.—
Christopher Elliott,
Forbes.com,
6 June 2026
Noun
-
Later in the year, Blackbeard’s Pirate Jamboree honors the famed outlaw in late October to early November.—
Caroline Eubanks,
Travel + Leisure,
22 May 2026
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In 2018, Chit became the first person granted a license to open a legal Thai craft brewery, while keeping the original Chit Beer on Koh Kret for those who want the riverside, outlaw-spirit experience.—
Jim Dobson,
Forbes.com,
16 May 2026
Noun
-
Today, Moscow is glamorous but sealed off and duller than the 1990s desperado days.—
Literary Hub,
Literary Hub,
3 Apr. 2026
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Most are not desperados on the run.—
William Morris,
Des Moines Register,
4 Mar. 2026
Noun
-
Dark Wood Furniture Dark furniture is one of the worst offenders in narrow spaces.—
Shagun Khare,
The Spruce,
7 June 2026
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It's designed for first-time offenders.—
Ricky Sayer,
CBS News,
6 June 2026
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 8 Jun. 2026.
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