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
-
As did most of the 4,500 caught in the region as feds traveled willy-nilly originally from their base at Naval Station Great Lakes in North Chicago, like roving bands of masked brigands seeking human loot.—
Charles Selle,
Chicago Tribune,
7 Jan. 2026
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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
Noun
-
An unusual theft at a Pennsylvania Wawa has police going bananas for a pair of potassium bandits.—
Fernando Cervantes Jr,
USA Today,
8 Apr. 2026
-
Set against mountainous landscapes and rural lakes, the story follows a wandering swordsman who is falsely accused of stealing a shipment of gold and must unravel a web of intrigue involving bandits, palace guards and corrupt officials while attempting to clear his name.—
Lin Ying-Hsuan,
Variety,
18 Mar. 2026
Noun
-
Our Navy, its creation was actually to free international waters from the Barbary pirates.—
NBC news,
NBC news,
12 Apr. 2026
-
This inland route, protected from sea storms and pirates, enabled travelers to journey safely up and down the coast as if on a modern interstate highway.—
Literary Hub,
Literary Hub,
10 Apr. 2026
Noun
-
Their efforts lead them in the season’s last two episodes to Paris, where Frank was planning to celebrate his 80th birthday with his children — only for him to be gunned down in a hotel lobby by an assassin who had been sent to kill Teddy for a deal gone wrong.—
Max Gao,
Variety,
11 Apr. 2026
-
Neither of these two is necessarily a lip-sync assassin.—
Jason P. Frank,
Vulture,
11 Apr. 2026
Noun
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The scheme is designed to identify suspected criminals, combat identity fraud, and to police the EU's limit on 90-day stays within a 180-day period, according to the European Commission.—
Emma Clarke,
Condé Nast Traveler,
10 Apr. 2026
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Rex Heuermann, the man known as the Gilgo Beach killer, admitted to killing eight women over a span of decades, and the FBI is now looking into what motivated the 62-year-old to carry out his crimes to help capture other criminals in the future.—
Matt Lavietes,
NBC news,
9 Apr. 2026
Noun
-
As Dead City grow beyond the outlaw punk scene, the entertainment industry is enticed yet wary of this genuinely divisive and chaotic band.—
Los Angeles Times,
Los Angeles Times,
15 Apr. 2026
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The move to outlaw tailgating comes as several host cities adjust transportation plans to ease traffic flow around World Cup venues.—
Chantz Martin,
FOXNews.com,
15 Apr. 2026
Noun
-
Today, Moscow is glamorous but sealed off and duller than the 1990s desperado days.—
Literary Hub,
Literary Hub,
3 Apr. 2026
-
Most are not desperados on the run.—
William Morris,
Des Moines Register,
4 Mar. 2026
Noun
-
Preliminary investigation indicated that an unknown offender pulled out a gun and shot into a crowd of people who were standing outside, hitting three of them.—
Jeramie Bizzle,
CBS News,
11 Apr. 2026
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Surprisingly, the worst offenders are often the most traveled.—
Katie Jackson,
Travel + Leisure,
11 Apr. 2026
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 19 Apr. 2026.
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