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
-
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
-
Fleeing into the desert with her father, she is hunted by a merciless army and forced to trust a legendary bandit (Mackie) with secrets of his own.—
Mark Meszoros,
Twin Cities,
25 Apr. 2026
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The movie is understood to follow a sheriff and a doctor who seek revenge against a group of bandits who use the cover of a torrential thunderstorm to rob and terrorize the occupants of a small town.—
Justin Kroll,
Deadline,
24 Apr. 2026
Noun
-
States that refused to negotiate or did not meet the obligations of the agreements are often branded as pirates and accused of supporting counterfeiting and theft.—
Encyclopedia Britannica,
Encyclopedia Britannica,
24 Apr. 2026
-
The Straw Hats aren’t alone in their search, with appearances by Buggy and another potential surprise as audiences watch their favorite band of pirates fight off threats on their latest adventure.—
Abbey White,
HollywoodReporter,
23 Apr. 2026
Noun
-
And why was the would-be assassin’s body cremated so quickly without an autopsy?—
Voice of the People,
New York Daily News,
25 Apr. 2026
-
Caine’s movie comes after Ana de Armas starred in last year’s Ballerina, the first non-Wick standalone title in the franchise, about a young Ruska Roma assassin seeking vengeance for her father.—
Glenn Garner,
Deadline,
25 Apr. 2026
Noun
-
Many of the toughest criminals taken into ICE custody were already in prison, but many others who were arrested have no criminal history.—
ABC News,
ABC News,
25 Apr. 2026
-
In the furthest part of space lies Dante 01, a detention facility that houses criminals who have committed the most shocking crimes imaginable.—
Sergio Pereira,
Space.com,
25 Apr. 2026
Noun
-
The rest of the ’70s saw the outlaw country movement in full swing, with Jennings and Nelson rising to household names.—
Los Angeles Times,
Los Angeles Times,
30 Apr. 2026
-
David Allan Coe, a country singer and songwriter known for his outlaw music in the 1970s and 80s, has died.—
Melina Khan,
USA Today,
30 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
-
Court records show Abugharbieh entered into a diversion program for first-time offenders charged with misdemeanors.—
Holly Ramer,
Los Angeles Times,
25 Apr. 2026
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Per the alert, surveillance footage showed that in each of the incidents, one offender gained access by breaking into several vehicle windows and then proceeding to remove valuable items inside the cars.—
Claire Murphy,
Chicago Tribune,
24 Apr. 2026
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 2 May. 2026.
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