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
-
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
-
Saúl is a brigand while Isabella is a noblewoman, and the tale tells of the couple’s struggle as their families oppose their union.—
Rebecca Ann Hughes,
Forbes,
10 Aug. 2022
Noun
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Joe Pesci and Daniel Stern were cast as the bumbling but dogged bandits, Harry and Marv, and Catherine O’Hara brought humor and compassion to the part of Kevin’s mother.—
Tim Greiving,
Vulture,
3 Sep. 2025
-
Are there ways that notorious bandits have successfully robbed banks?—
Lance Eliot,
Forbes.com,
29 Aug. 2025
Noun
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Off the coast between Somalia and Yemen, the ship was attacked by pirates, and passengers were told to wait on Deck 5 as the captain sped up the ship.—
Kathleen Wong,
USA Today,
2 Sep. 2025
-
Participants are encouraged to dress like a pirate and to wear shoes and clothes that can get wet.—
Michelle Mullins,
Chicago Tribune,
2 Sep. 2025
Noun
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With the help of an unpredictable assassin named Louie (Butler, who also plays the Pope), the pair embark on a dark and murderous journey to steal and authenticate the priceless work.—
Nada Aboul Kheir,
Deadline,
3 Sep. 2025
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The two Kill Bill films, while still about crime and criminals and ninja assassins, set themselves apart from his earlier works.—
Erik Kain,
Forbes.com,
1 Sep. 2025
Noun
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Lawmakers in many states have changed the rules in recent decades to protect winners from being targeted by criminals and unscrupulous people asking for money.—
Safiyah Riddle,
Chicago Tribune,
6 Sep. 2025
-
Her Eco-Age consultancy, targeted by criminals and forced to close in 2024 after 17 years in business, had advised clients on industry developments, changes to government policies and practical guidance on how to avoid greenwashing.—
Luisa Zargani,
Footwear News,
6 Sep. 2025
Noun
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Premiering this week at the Toronto International Film Festival, Carolina Caroline is an outlaw road movie that chronicles the crime spree and romance of a young West Texas woman named Caroline (Samara Weaving) and an effortlessly cool conman known as Oliver (Kyle Gallner).—
Brian Davids,
HollywoodReporter,
4 Sep. 2025
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Oscar Isaac, with louche long hair and a snaky hostility, plays Nick Toches (or, rather, the fictional version of him from the novel), a journalist who’s a hipster-outlaw legend.—
Owen Gleiberman,
Variety,
3 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
-
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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Insist that the federal government deploy those resources to get the violent offenders who are killing, assaulting and robbing law-abiding citizens on the city’s South and West sides.—
Laura Washington,
Chicago Tribune,
3 Sep. 2025
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Kentucky's persistent felony offender (PFO) law, enacted in 1974 and expanded in 1976, allows for enhanced sentences for repeat felony offenders.—
Quinlan Bentley,
The Enquirer,
3 Sep. 2025
Cite this Entry
“Highwayman.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/highwayman. Accessed 10 Sep. 2025.
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