317 New York Trivia Questions (Ranked from Easiest to Hardest) (2024)

New York, the Empire State, is located in the northeastern region of the United States and is known for its iconic landmarks, diverse culture and rich history. The state's capital is Albany and the largest city is New York City. New York was one of the original thirteen colonies and was the 11th state to ratify the U.S. Constitution. The state played a crucial role in the formation of the nation, from the Revolutionary War to the drafting of the U.S Constitution.

New York City, the cultural and economic heart of the state, is home to some of the most famous landmarks in the world such as the Statue of Liberty, the Empire State Building, and Central Park. The state is also known for its contributions to the arts, including Broadway, the Metropolitan Museum of Art, and the Buffalo Philharmonic Orchestra. New York is also a center of finance, media, and technology, and is home to the New York Stock Exchange, the NASDAQ, and many of the world's largest corporations.

Trivia questions about New York can include questions about its history, geography, culture, and famous residents. This article will test your knowledge of the state's past and present, from its role in the formation of the nation to its cultural and economic contributions. Get ready to learn more about New York and see how well you fare against these challenging trivia questions. Whether you're a native New Yorker or just a curious trivia buff, this article is sure to be an engaging and informative read.

317 New York Trivia Questions Ranked From Easiest to Hardest (Updated for 2024)

  1. A park in Greenwich Village, Manhattan, NYC, located near New York University with its mini-version of the “Arc De Triomphe”, is ______ Square Park. Fill in the one word “W” blank, not to be confused with a west coast state with capital at Olympia.

    Answer: Washington Square Park

  2. An elevated linear park built out of a former New York City Railroad spur, located in Manhattan’s west side, is the ______ Line. Fill in the one word blank, meaning of great vertical extent.

    Answer: The High Line

  3. Forming in St. Louis in 1925, what precision dance company has performed in New York City’s Radio City Music Hall since 1932? Their name sounds like the feminine form of a boulder or genre of music.

    Answer: Rockettes

  4. Welsh software engineer Josh Wardle was paid in the "low seven figures" by the New York Times in January 2022 for what wildly popular daily game?

    Answer: Wordle

  5. Just a quick boat ride from the Statue of Liberty, what is the name of the island in New York Harbor that processed nearly 12 million immigrants to the United States in the early 1900s?

    Answer: Ellis Island

  6. The Silver Star is a train route that passes through Tampa, FL twice daily: once southbound to Miami and once northbound to New York City. What quasi-public corporation operates the Silver Star line?

    Answer: Amtrak

  7. Akin to New York City's MetroCard, what is the name of the electronic fare payment system used by the Chicago Transit Authority that launched in 2013?

    Answer: Ventra

  8. New York Fashion week, held in February and September annually, is one of the "Big 4" global fashion weeks. Name one other city that hosts a "Big 4" Fashion Week.

    Answer: Paris

  9. The Bryant Park location of the New York Public Library features Patience and Fortitude, two large marble statues of what animal?

    Answer: Lion

  10. What New York based podcast launched in 2002 and is hosted by Jad Abumrad, Lulu Miller, and Latif Nasser? Featuring long-form storytelling and journalism, its one word name sound like a place where scientific experiments on radio are conducted.

    Answer: Radiolab

  11. In April 2021, it was announced by city officials in what American city that at long last they would run an e-scooter pilot featuring Bird, Lime, and VeoRide? This city was considered the "crown jewel" of micromobility in the U.S. for years.

    Answer: NYC

  12. Mastercard has its headquarters in what hamlet of New York City? It is said to have gotten its name from John Harrison being able to buy as much land as he could ride through in a single day, and it is a word most Mastercard owners are familiar with.

    Answer: Purchase, New York

  13. When New Yorkers say "BPC," they mean what neighborhood that borders the Hudson River on the extreme southern part of Manhattan?

    Answer: Battery Park City

  14. Members of The Who must be thankful that the CSI franchise keeps expanding. From the original, to Miami, to New York, to Cyber, and now back to Las Vegas, over 800 episodes of this forensic procedural have aired. What does CSI stand for?

    Answer: Crime Scene Investigation

  15. Altium is a wealth management company based in what appropriate “P” New York city? Its name is also a word meaning to a acquire something by paying for it, or buying it.

    Answer: Purchase, New York

  16. The course of the New York Marathon runs through all five boroughs of the city, but which one of the boroughs does it start in?

    Answer: Staten Island

  17. As of 2022, who is New York’s current, and first female, governor?

    Answer: Kathy Hochul

  18. BCO is the New York Stock Exchange ticker for what Richmond-based security company renowned for their bulletproof trucks?

    Answer: Brink's

  19. New York City's only aerial tramway connects commuters with what island, part of the borough of Manhattan?

    Answer: Roosevelt Island

  20. Predicting the next day's headline, 39-Across was solvable as BOB DOLE ELECTED or CLINTON ELECTED in a November 5, 1996 printing of what daily New York Times feature?

    Answer: Crossword Puzzle

  21. Reflecting the state motto, the Excelsior Pass is a COVID-19 vaccine passport available to residents who were vaccinated in what U.S. state?

    Answer: New York

  22. One of Broadway's longest-running musicals, what Jonathan Larson show with a four-letter title featured characters singing about how they couldn't afford to pay their New York City landlord?

    Answer: Rent

  23. Taking dates to break up with them and getting into Times Square on New Year's Eve were two of the answers in a 2017 Ask Reddit thread asking New Yorkers to explain their reasons for eating at the Times Square location of what Italian chain restaurant?

    Answer: Olive Garden

  24. In February 2021, what governor was revealed to have lied about the number of COVID-19 deaths in New York nursing homes, not long after publishing a book subtitled "Leadership Lessons from the COVID-19 Pandemic?"

    Answer: Andrew Cuomo

  25. What newspaper, founded in 1919 by Joseph Medill Patterson, was the first tabloid released every day? Its two word name denotes its regular release, and is currently owned by Mort Zuckerman and the Tribune Company.

    Answer: New York Daily News

  26. There are more than five working under Eric Adams, but on "Spin City" Michael J. Fox's character was the only deputy mayor of what major American city?

    Answer: New York City

  27. What classic Broadway musical, adapted for film in 1961 and again in 2021, features warring New York City gangs known as the Jets and the Sharks?

    Answer: West Side Story

  28. "New York's Bravest" is the nickname of what city organization?

    Answer: New York Fire Department

  29. Created in the 15th century BC, the oldest object in New York City's Central Park is an obelisk also known as the "needle" of what Ptolemaic Egyptian queen?

    Answer: Cleopatra

  30. The Chrysler Building and Empire State Building in New York are considered iconic representations of what 20th century artistic movement and architectural style?

    Answer: Art Deco

  31. What former mayor of New York City, serving from 2002 to 2013, received his MBA from Harvard University in 1966?

    Answer: Michael Bloomberg

  32. What 20th century African-American dancer, choreographer, and director founded his famous American Dance Theater and School in 1958? A major figure in New York art, he debuted his dance epic “Revelations” in 1960.

    Answer: Alvin Ailey

  33. When he got the team out of bankruptcy in 1963, Sonny Werblin changed the New York Titans’ name in hopes that he could lead the players to new heights of success. What aeronautical name did he give the team?

    Answer: New York Jets

  34. On November 12, 2022, New York City's Department of Transportation announced that a pilot program with Lime Scooters would go permanent in which of the city's five boroughs?

    Answer: The Bronx

  35. A statue outside New York's Port Authority bus station honors Jackie Gleason's irascible bus driver from what classic TV program?

    Answer: The Honeymooners

  36. A Catholic cathedral in Midtown Manhattan, and the seat of New York’s Archbishop, is St. ______’s Cathedral. Fill in the one name blank, famously celebrated as the Apostle Of Ireland.

    Answer: St. Patrick's Cathedral

  37. What 1988 comedy stars Eddie Murphy as Prince Akeem of the fictional African nation of Zamunda, who travels to Queens, New York to find the woman of his dreams?

    Answer: Coming to America

  38. After the energy drink company that sponsors it, what is the name of New York City's Major League Soccer team?

    Answer: Red Bulls

  39. Massachusetts Ave in Washington, DC is home to what major “U” train station for the DC area, sharing its name with a perhaps more well known train station in New York City?

    Answer: Washington Union Station

  40. Three newspapers made Nixon's Enemies List, including the St. Louis Post Dispatch. With one guess, name one of the other two.

    Answer: The Washington Post

  41. In 1849, Elizabeth Blackwell became the first woman to graduate from medical school and become a doctor in the United States. Blackwell attended Geneva Medical College, which was located near Seneca Falls in what East Coast state?

    Answer: New York

  42. What classic Leonard Bernstein Broadway musical re-envisioned Shakespeare's "Romeo and Juliet" in the world of white and Puerto Rican gangs fighting in New York City?

    Answer: West Side Story

  43. Identified was APRN on the New York Stock Exchange, Bessemer Venture Partners was one of the first three venture capitalists firms to give over $3 million to what company that started with founders Matt Salzberg, Ilia Papas, and Matt Wadiak making and sending meal prep boxes to customers in 2012?

    Answer: Blue Apron

  44. In the late 1800s, the former cricketer Henry Chadwick was living in Brooklyn, New York when he devised the "box score" for what other sport?

    Answer: Baseball

  45. A Rochester, New York developed what open-source operating system written in way more than three lines of code and named for what short poetry form?

    Answer: Haiku

  46. What large drug test company with a “Q” name was founded in 1967 in New York by Paul A. Brown?

    Answer: Quest Diagnostics

  47. According to the International Bartenders Association, 5 cl of Rye Whiskey, 2 cl of sweet red vermouth, and a dash or Angostura bitters are the ingredients in what co*cktail, which is named for a New York City borough?

    Answer: Manhattan

  48. What co*cktail is made of vodka, tequila, rum, triple sec, gin, and a splash of cola? The splash of cola gives it a dark hue to resemble its namesake, and it’s a drink you might enjoy in Montauk, New York.

    Answer: Long Island Iced Tea

  49. What super-popular online game was purchased in 2022 by the New York Times for inclusion alongside its crossword puzzle and Spelling Bee games?

    Answer: Wordle

  50. The recently renamed Governor Mario M. Cuomo Bridge, formerly known as the Tappan Zee Bridge, crosses what river in New York state?

    Answer: Hudson River

  51. With a height of 841 feet, the tallest building in Pittsburgh is named after, and is the corporate headquarters of, what company, which is listed on the New York Stock Exchange with the ticker "X"?

    Answer: U.S. Steel

  52. According to Forbes' 2017 rankings, the 2nd most valuable NHL franchise is Canadian (after the New York Rangers at #1). What is this Canadian hockey franchise?

    Answer: Toronto Maple Leafs

  53. "Send a salami to your boy in the army" is a famous World War II-era slogan of what classic New York City deli?

    Answer: Katz's

  54. What is the colloquial name for the type of chair originally designed in its namesake mountain range in northeastern New York?

    Answer: Adirondack

  55. Although famously associated with Vermont as a US Senator from the state, Bernie Sanders was actually born in what other state?

    Answer: New York

  56. Although he is a co-founder of a different media company, "The Ezra Klein Show" is a podcast that airs on what publication's podcasting feed?

    Answer: The New York Times

  57. The 1948 United States presidential election ended with the winner holding a newspaper with what erroneous three word headline? The headline implied the then Governor of New York had in fact won against a former vice president who assumed office when his predecessor died.

    Answer: Dewey Defeats Truman

  58. Once a player on Harvard's squad, Jeremy Lin started a craze known as "Linsanity" in 2011 when he played for what Eastern Conference NBA team?

    Answer: New York Knicks

  59. What is the name for Amtrak's high-speed service connecting Boston and Washington DC with major stops in New York City, Philadelphia, and Baltimore?

    Answer: Acela

  60. What New York Yankees first baseman of the 1920s and 30’s was known as the “Iron Horse” due to his consecutive games played record, and later gave his name to amyotrophic lateral sclerosis?

    Answer: Lou Gehrig

  61. Which American technology giant started in 1911 when a New York businessman founded it as a holding company for people who made record-keeping systems (which explains its original name, the Computing-Tabulating-Recording Company)?

    Answer: IBM

  62. Harley-Davidson trades on the New York Stock Exchange under what three-letter ticker that's also the name of a barnyard animal?

    Answer: HOG

  63. At a length of 1,908 miles, what is the longest north-south interstate highway in the US? The highway was not fully completed until 2018 when a gap in New Jersey was filled and it now fully connects Florida to Maine while serving all major cities from Jacksonville to Washington to New York to Boston to Portland.

    Answer: I-95

  64. Because of a prominent Pepsi advertisem*nt / sponsorship, the Python roller coaster in Cincinnati has often been known as the "Pepsi Python." Since 1999 the steel coaster has been located at what amusem*nt park in Cincinnati that shares its name with a famous New York boardwalk and Brooklyn neighborhood?

    Answer: Coney Island

  65. Deemed the best overall conditioner by New York Magazine in 2020, the "ghost conditioner" from what brand that shares its name with a part of speech contains moringa oil and green tea extract?

    Answer: Verb

  66. "Car 54, Where Are You?" was set and shot on location pretty far north of 54th Street, in which New York borough?

    Answer: The Bronx

  67. Featuring a trumpet-like instrument on its cover page, what fictional New York City newspaper frequently reports on the exploits of the Amazing Spider-Man?

    Answer: Daily Bugle

  68. What 1964-1966 ABC sitcom, based in part on cartoons from The New Yorker, featured John Astin and Carolyn Jones as an eccentric married couple? The show’s humor mostly derived from their macabre sensibilities, and how that went against expected behavior.

    Answer: The Addams Family

  69. In 1965, New York psychiatrist John Oliven authored the book “Sexual Hygiene And Pathology”, which was the first clinical text to use what term for a person who identifies with a different sex than the one they were assigned at birth?

    Answer: Transgender

  70. The San Diego Padres last appeared in the World Series in 1998, losing to what team, whose twenty-fourth world championship it was?

    Answer: New York Yankees

  71. Today, Washington D.C. is the nation’s capital, but it’s far from being the only place to take on the role throughout America’s history. In 1789, the first capital of the United States was actually located in which city?

    Answer: New York City

  72. What short-lived New York City-based tech startup launched in 2016 as a musical talent booking app, yet is better remembered for its ill-fated promotional music festival in Great Exuma, Bahamas that led to numerous lawsuits and federal fraud charges against CEO Billy McFarland?

    Answer: Fyre

  73. "Informal cyber security adviser" and personal attorney are two of the latest titles for what famous New Yorker that has been officially registered as a Democrat, Independent, and Republican in his multi-decade political career? This man served as the 107th Mayor of New York City.

    Answer: Rudy Giuliani

  74. Before being relocated by Robert Moses to Coney Island, the New York City aquarium was in a historic fort in what flood-prone Manhattan park?

    Answer: Battery

  75. What Art Deco skyscraper was designed by Shreve, Lamb, and Harmon and built built in midtown Manhattan in 1931? It gets its name from a nickname for New York.

    Answer: Empire State Building

  76. In 1986, an abandoned handball court on New York's East 128th Street was the site for an oddly joyful Keith Haring mural declaring that what drug "is wack?"

    Answer: Crack

  77. A podcast about the New York Giants, hosted by the sports section of the New York Post, is ______ Rush. Fill in the one word color blank, also the primarily color of the NY football team.

    Answer: Blue Rush

  78. "Nothing mixes better than vanilla and chocolate." In an episode of Seinfeld, Jerry says this in reference to what iconic duotone baked foodstuff found primarily in the bakeries of New York City?

    Answer: Black and White cookie

  79. As the only U.S. state with two different symbols for each side of its national flag, the obverse of Oregon’s flag depicts a portion of its state seal, while the reverse side shows an image of what herbivorous, semiaquatic rodent that is also the state animal of New York?

    Answer: Beaver

  80. In the movie Big, a suddenly-adult Josh Baskin plays a giant piano with his boss at what legendary New York City toy store?

    Answer: F.A.O. Schwarz

  81. What New York City baseball team did Jackie Robinson play for when he broke the MLB color barrier in 1947?

    Answer: Brooklyn Dodgers

  82. In his obituary in 1991, the New York Times said "English was too skimpy for his rich imagination." and that "his meter was irresistible." Who is this children's author?

    Answer: Dr. Seuss

  83. Cookie Lyon fought for control of her family's music, uh, kingdom on what 2010s Fox drama series that was pretty aptly set in New York?

    Answer: Empire

  84. Though more famous for his titular French Tower, Gustave Eiffel built what New York landmark?

    Answer: Statue of Liberty

  85. Before he started his coaching career, Glenn Anton "Doc" Rivers played for the Atlanta Hawks, Los Angeles Clippers, New York Knicks, and the San Antion Spurs. Which Philly team has he coached since 2020?

    Answer: 76ers

  86. A 1889 public viewing of an accidentally electrocuted worker from what company (now known for money transfers) led to New York's law requiring utilities to be buried underground?

    Answer: Western Union

  87. Technically a part of the much larger Appalachian Mountains, the Catskill Mountains are (unsurprisingly) located in and around the borders of the Catskill Park/Forest Preserve. In what US state will you find the Catskills?

    Answer: New York

  88. She must have practiced, practiced, practiced: Chinese pianist Yuja Wang performed with the Philadelphia Orchestra on October 7, 2021, for the post-COVID reopening of what legendary New York City music venue?

    Answer: Carnegie Hall

  89. Alexander Hamilton, John Jay, and James Madison used the pen name "Publius" to publish what set of 85 essays in New York newspapers in 1787 and 1788?

    Answer: The Federalist Papers

  90. The 106-acre reservoir at the center of Central Park was renamed in 1994 after what former first lady, in honor of her contributions to preservation in New York City?

    Answer: Jacqueline Kennedy Onassis

  91. U.S. Patent No. 2,907,055, issued October 6, 1959, to Bertha Berman of Forest Hills, New York, is for what invention that makes it easier to make your bed?

    Answer: Fitted Sheet

  92. What New York Times sponsored podcast features David Leonhardt, Michelle Goldberg, and Ross Douthat debating a different topic each time? The show’s name implies the potentially infuriating back and forth discussion.

    Answer: The Argument

  93. Its tracks now used by the 1, 2, and 3 Seventh Avenue subway lines, the IRT was a private mass transit company in New York City whose acronym stood for ___ Rapid Transit. What 12-letter word goes in the blank?

    Answer: Interborough

  94. Designer and author Frank Chimero in 2015 became the third person recognized by readers of which New York-based literary magazine to produce a universal caption for its famous cartoons? The caption proposed for all cartoons was “Hi, I’d like to add you to my professional network on LinkedIn.”

    Answer: The New Yorker

  95. "All the News That's Fit to Print" has been the tagline, and printed on the masthead, of what media brand since 1897?

    Answer: The New York Times

  96. This indigenous nation was renamed the "Delaware" by English colonists, but their territory also extended beyond Delaware, including present day New Jersey, Eastern Pennsylvania, New York City, Long Island and the Lower Hudson Valley. What is their name?

    Answer: Lenni Lenape

  97. Phase One of New York City's first scooter sharing program in 2021 will stretch from Woodlawn to Pelham Gardens in the east of which borough?

    Answer: The Bronx

  98. The New York Times's 1619 Project seeks to reframe American history's beginnings to the year in which a ship carried 20 enslaved Africans to Point Comfort in what Southern colony?

    Answer: Virginia

  99. A startup company, based in New York City, that connects health and social service providers, is ______ Us. Fill in the one word blank, a word that means to come together for a common purpose.

    Answer: Unite Us

  100. Which international daily newspaper based in New York City, published in broadsheet and online, is associated with the use of hedcuts, hand-drawn illustrations that resemble engravings?

    Answer: Wall Street Journal

  101. What supersonic airliner, which could travel between New York's JFK Airport and London's Heathrow in less than three hours, was retired in 2003?

    Answer: Concorde

  102. UNICEF is a children's fund agency within what other New York-based multinational group?

    Answer: United Nations

  103. The first season of the U.S. version of "The Amazing Race" ended at the Unisphere in Flushing Meadows Park in what state?

    Answer: New York

  104. "Son of Sam" and ".44 Caliber Killer" were aliases of an American serial killer who pleaded guilty to eight separate shooting attacks in what US city?

    Answer: New York City

  105. At 195 Broadway St in 1915, the first transcontinental telephone call was placed from New York to San Francisco by what man?

    Answer: Alexander Graham Bell

  106. Bethenny Frankel, founder of lifestyle brand Skinnygirl and former daytime talk show host, is one of the main cast members of what series in the Real Housewives reality TV franchise?

    Answer: The Real Housewives of New York City

  107. Ask Tom Hanks and Meg Ryan: as of 2022, the tallest and largest Leadership in Energy and Environmental Design-certified building in the United States is what art deco Big Apple marvel?

    Answer: Empire State Building

  108. Fortitude and Patience are the two stone lions guarding the entrance to the Bryant Park location of what New York City institution?

    Answer: New York Public Library

  109. The first products of the newspaper's publisher were "flimsies" that were brief news items hand-delivered to stock traders in the early 1880s. Today, the company is headquartered on the Avenue of the Americas in New York rather than a seemingly more logical place. What is this paper?

    Answer: The Wall Street Journal

  110. In 2019, CB Insights and the New York Times partnered to rank the Top 20 Venture Capitalists. In first place was Neil Shen, a former co-founder of Chinese travel company Ctrip.com. Shen was a founding partner of the China-based office of what famed venture firm?

    Answer: Sequoia

  111. On September 12, 2008 a collection of high-powered financiers gathered to (unsuccessfully) find an acquirer for what New York bank whose collapse accelerated the onset of the financial crisis?

    Answer: Lehman Brothers

  112. Located on East 42nd Street, what New York City skyscraper was designated an official historic landmark in 1978 because it is a "stunning statement in the Art Deco style?"

    Answer: Chrysler Building

  113. What two-word investment bank and financial services company, currently based in New York, was created in 1935 due to the busting up of a monopoly of a Gilded Age financial giant named J.P.?

    Answer: Morgan Stanley

  114. What 20th century gay rights activist founded the hom*osexual League Of New York in 1962. His last name is the same as pliable twigs that are woven to make furniture and baskets.

    Answer: Randy Wicker

  115. In 2017, former Google director and executive coach Kim Scott published a book called "Radical C______" which outlines her philosophy for building effective leadership through direct feedback. The book, a New York Times best seller, details four quadrants of feedback givers including those with "ruinous empathy" or "manipulative insecurity" and ultimately lays out her reasoning for why the titular quadrant is the best way to build a healthy feedback culture at work. What word fills in the blank of the book's title?

    Answer: Candor

  116. Only one NFL team plays its home games in New York state. What is this team's nickname?

    Answer: (Buffalo) Bills

  117. What 26th president, born in New York City (Manhattan), assumed office after William McKinley was assassinated (first and last name required)?

    Answer: Theodore Roosevelt

  118. Baruch and Hunter are both institutions of higher education in NYC that are part of what 4-letter-acronymed university system?

    Answer: CUNY

  119. What is unique about the way Mr. Pitt eats his Snickers? By the end of the episode, much of New York is eating the sweet snack in the same way.

    Answer: With knife and fork

  120. A 1905 home design by Frank Lloyd Wright, designed in the Prairie School style, in Buffalo, New York, is named the ______ Martin House Complex. Fill in the one word blank, also the last name of a famous British scientist who journeyed aboard the HMS Beagle.

    Answer: Darwin

  121. What is the name of the sedimentary rock formation that is the source of the fracking that has taken off in Pennsylvania, New York, and West Virginia?

    Answer: Marcellus

  122. Founded in New York City by Frank Reig and Paul Suhey, what is the name of the moped-sharing startup that by 2020 expanded to Washington and Austin and purchases its mopeds from Chinese manufacturer NIU?

    Answer: Revel

  123. City Island is an island in New York City with a population of ~4,000 residents and is known for its many seafood restaurants and New England-esque atmosphere of boating and fishing. City Island is technically part of which borough?

    Answer: The Bronx

  124. Founded in South Philly in 1992, what classic cheesesteak stand with two first names now has outposts at Citizens Bank Park and in Brooklyn, New York?

    Answer: Tony Luke's

  125. The largest public high school in the United States is ______ Technical High School, named after which New York City borough in which it is located?

    Answer: Brooklyn

  126. What real estate group founded in New York City in 1999 shares its name with a TV detective played by Tom Selleck in the 1980s?

    Answer: Magnum Real Estate Group

  127. Founded in 1801, the New York Post is the oldest continuously published daily newspaper in United States. Name its “founding father” who was also the founder of the U.S. Coast Guard.

    Answer: Alexander Hamilton

  128. There is a giant neon sign for Pepsi-Cola that was New York state's longest electric sign when completed in 1940. Previously located on top of a nearby bottling factory, the sign is now visible from Manhattan and the East River even though it is at ground level in what Queens neighborhood?

    Answer: Long Island City

  129. Sacramento artist Adrian Tomine is best known for his moody work on the comic "Optic Nerve" and illustrations for what magazine named for the residents of a city almost 3,000 miles away from Sac-Town?

    Answer: New Yorker

  130. As of 2022, the last Amtrak line which has not yet resumed service after the onset of the COVID pandemic is the Adirondack line, which connects New York with what Canadian province?

    Answer: Quebec

  131. What New York based online luxury mattress retailer, founded in 2011 by Ron Rudzin and Ricky Joshi, gets its “S” name from the Sanskrit word meaning “pure”?

    Answer: Saatva

  132. The serial killer David Berkowitz called himself the "Son of Sam" and claimed a demon spoke to him through a neighbor's dog. Before being caught and convicted in 1977, he killed six people and wounded seven others in what American city?

    Answer: New York City

  133. The close results of the 1948 election created the unusual scenario in which Harry Truman won the election, but the Chicago Tribune speculated that what Republican governor of New York was victorious? A celebratory Truman held up this headline while celebrating his win.

    Answer: Thomas Dewey

  134. With a name that references a neighborhood in New York City, what drag queen is the head judge of "Canada's Drag Race," the Canadian adaptation of "RuPaul's Drag Race?"

    Answer: Brooke Lynn Hytes

  135. As of 2009, the Federal Highway Association reported that the U.S. state with the lowest percentage of residents with a driver's license had only 58%. What is this state?

    Answer: New York

  136. Runners cross the Verazzanno-Narrows Bridge during the first mile of the namesake marathon in what major U.S. city?

    Answer: New York / New York City

  137. An estimated 6.7 million gallons of water flowed into New York City's sewers on February 28, 1983 as an estimated one million New Yorkers used the bathroom at the same time after the series finale of what TV show?

    Answer: MASH

  138. Adrianne Curry, Yoanna House, Eva Pigford, and Naima Mora were the winners of the first four seasons of what fashionable reality show that debuted in 2003? The show has filmed most of its 20+ seasons in Los Angeles although a handful have been in New York.

    Answer: America's Next Top Model

  139. What Oklahoma city in Payne County is considered the Pipeline Crossroads of the World due to its status as a price settlement point for the New York Mercantile Exchange?

    Answer: Cushing

  140. Martin Van Buren holds the odd distinction of being the only president to speak English as a second language. Like many in his hometown of Kinderhook, New York, what was Van Buren's first language?

    Answer: Dutch

  141. On March 11, 2018 a helicopter crash in New York City killed 5 passengers. In what river did this crash landing occur?

    Answer: East River

  142. General Electric was formed in 1892 when the Edison General Electric Company and the Thomson-Houston Electric Company merged. With one guess, name either state that served as headquarters for Edison or Thomson-Houston.

    Answer: New York and Massachusetts

  143. Preceding Jerry Sheindlin and succeeding Joseph Wapner, former New York City mayor Ed Koch presided as a judge on what syndicated small claims court television series from 1997 to 1999?

    Answer: The People’s Court

  144. Freshkills Park is a public park being built atop a landfill reclamation project in New York City. Once fully developed, the area will be the largest park developed in NYC since the 19th century. In which borough can you find this park?

    Answer: Staten Island

  145. What New York State mountain range is the supposed location of the Rip Van Winkle legend?

    Answer: The Catskills

  146. Which two states have produced the highest number of US Presidents, claiming credit for 13?

    Answer: New York and Ohio

  147. What baseball team does Jerry support in Seinfeld?

    Answer: New York Mets

  148. What famous US court figure received her J.D. from New York Law School in 1965 and handled over 20,00 family court cases in Manhattan before retiring from her position in the 1990s, when the second phase of her career brought her worldwide fame?

    Answer: Judge Judy

  149. The Mayo Clinic is located in what southeastern Minnesota city? Over 15 US states have a city with this name; the most populous is in New York and Minnesota's is the second most populous.

    Answer: Rochester

  150. Rising 667 feet, what building is the tallest in Tulsa? The building was designed by the same architects behind the World Trade Center in New York.

    Answer: BOK Tower

  151. Charles Fort died rather suddenly of leukemia in the most northern borough of New York City at the age of 57. What borough was the site of Fort's death?

    Answer: The Bronx

  152. The name of Seinfeld's 148th episode is the name of a fictional gang who took the first US President hailing from New York as their namesake. What is the name of this gang?

    Answer: The Van Buren Boys

  153. Using 2015 population data, Delaware is the sixth-most densely populated U.S. state. Name either the fifth- or seventh-most densely populated U.S. state.

    Answer: Maryland (fifth) and New York (seventh)

  154. Quicken Loans is the largest online retail mortgage lender in the US, but is not based in a high-tech hub such as Silicon Valley or New York. Rather, it is headquartered in the downtown financial district of what US city?

    Answer: Detroit

  155. In 1931, hiring pilot Andy Stinis to display the message "DRINK PEPSI-COLA" above New York City, Pepsi became the first product ever to use what method of advertising?

    Answer: Skywriting

  156. What is the somewhat coincidental (ironic?) name of the New York city with a population under 10,000 which is home to Mastercard's headquarters?

    Answer: Purchase

  157. GPG formed strategic partnerships with Hering Schuppener in Germany and what other company based in the UK and New York in order to expand the company's global reach?

    Answer: Finsbury

  158. St. Louis native Taylor Momsen played Jenny Humphrey on what CW teen drama series set in New York City?

    Answer: Gossip Girl

  159. In a 2017 tweet, what 6'7" New York Yankees outfielder did comedian Leslie Jones call an "Adonis of love?"

    Answer: Aaron Judge

  160. In March 2021, Governor Mario Cuomo signed legislation legalizing adult use of recreational marijuana in what U.S. state?

    Answer: New York

  161. Started in 2017, “The Daily” is a podcast hosted by political journalist Michael Barbaro. The podcast highlights daily news reporting by what east coast newspaper with a global readership?

    Answer: The New York Times

  162. What Sacramento sports team that plays in the Golden 1 Center came into existence as the Seagrams of Rochester, New York in 1923?

    Answer: Sacramento Kings

  163. The Deetz family moves from New York City to Winter River, Connecticut, and haunted-house hijinks ensue, in what 1988 film?

    Answer: Beetlejuice

  164. Dubbed "Stereo Sue" in.a New Yorker article from 2006, who is the professor of neurobiology at Mount Holyoke that maintains a blog on the topic on the neuroplasticity of the brain? Quite literally, that is her writing on the topic of the changing physical shape of the brain.

    Answer: Susan Barry

  165. What is the only New York City borough that is not technically on an island, with all four other boroughs being islands or part of islands?

    Answer: Bronx, The Bronx

  166. Better known as "Three Bears," the statue "Group of Bears" was installed in 1990 around 79th Street on the east side of what New York City park?

    Answer: Central Park

  167. The largest art museum in the United States, located on 5th Avenue in New York, is the ______ Museum Of Art. Fill in the one word blank, a word meaning “relating to the chief city of a region”, a word that some New Yorkers shorten to “Met.”

    Answer: Metropolitan

  168. What “B” state park near Wilmington, DE is named after the former home of WIlliam du Pont Jr.? The name is also associated with a hospital in New York City that is historically associated with the treatment of the mentally ill.

    Answer: Bellevue State Park

  169. What historic amusem*nt park on Ocean Front at Surfrider Square in Mission Bay, San Diego, opened on 1925, shares its name with a historic New York race track?

    Answer: Belmont Park

  170. What conservative tabloid in New York City also owns PageSix and Decider? The last word of their name is same as the cereal manufacturer of Raisin Brain and Fruity Pebbles.

    Answer: New York Post

  171. The British daily newspaper based in London, and founded in 1785 as The Daily Universal Register, goes by what one word “T” name, not to be confused with a shorthand nickname of a popular newspaper based out of New York, USA?

    Answer: The Times

  172. Launched by Bank of America in 1958, what financial services company is represented by the letter "V" on the New York Stock Exchange and is "Everywhere You Want To Be", according to its verified Twitter page?

    Answer: Visa

  173. The New York City Newsboys’ Strike of 1899 served as the inspiration for what musical film released by Disney in 1992?

    Answer: Newsies

  174. A multinational brokerage firm, the largest electronic trading platform in the US based on daily trades, and founded in New York in 1978 by Thomas Peterffy, is ______ Brokers. Fill in the one word blank, a term for a computer that reacts to a user’s input.

    Answer: Interactive Brokers

  175. What “N” daily newspaper, founded in 1940, serves primarily Nassau and Suffolk counties in Long Island, New York City? Its compound-word name implies that it covers noteworthy events that happened recently.

    Answer: Newsday

  176. What 2011 Will Gluck film stars Justin Timberlake and Mila Kunis as New York professionals who try to balance a physical relationship while tying to avoid a serious relationship?

    Answer: Friends With Benefits

  177. With a title that refers to the author's mother, what 1996 memoir by Irish-American Frank McCourt chronicles the author's early life in Brooklyn, New York and Limerick, Ireland?

    Answer: Angela's Ashes

  178. A couple of German immigrants started a monocle business in Rochester, New York: those are the humble-ish beginnings of what contact lense-makin' juggernaut?

    Answer: Bausch + Lomb

  179. In 1821, William Hart dug the first well in the United States to specifically produce natural gas along the banks of the Canadaway Creek in the town of Fredonia in what state?

    Answer: New York

  180. In 2022, sculptor Niclas Castello placed a giant cube made of what metallic element in New York’s Central Park for one day? Atomic number 79, William Shakespeare once noted that “all that glitters is not” this metal.

    Answer: Gold

  181. Developed by Belgian chemist Leo Baekeland in New York 1907, by which single word is the plastic polyoxybenzylmethylenglycolanhydride commonly known?

    Answer: Bakelite

  182. The gene gun, a device used to infuse a new organism with genetic material that is then incorporated into the organism’s DNA, was invented by research scientists at what “C” Ivy League university, located in Ithaca, New York?

    Answer: Cornell University

  183. Despite its name, Philadelphia Cream Cheese was actually invented in what state? The inventors used Philadelphia in the name, because at the time (1880s), Philadelphia was known for high-quality dairy farms.

    Answer: New York

  184. In the 1888 US presidential election, Benjamin Harrison beat Grover Cleveland despite losing the popular vote, in large part thanks to winning two swing states, New York and what Hoosier state?

    Answer: Indiana

  185. A daily newspaper serving the greater Rochester, New York area is “______ And Chronicle.” Fill in the one word “D” blank, in American politics often the political opposite of a Republican.

    Answer: Democrat And Chronicle

  186. A FinTech company that offers account management to financial institutions is ______. Fill in the one word blank, the last name of hall of fame New York Yankees centerfielder Mickey, without the “E” at the end.

    Answer: MANTL

  187. The largest LGBT event in history, WorldPride 2019, was organised in part to commemorate the passing of 50 years since the Stonewall riots. Fittingly, the event was held in which city?

    Answer: New York City

  188. In 2019, New York's JFK Airport reopened the classic 1962 flight center designed by architect Eero Saarinen as a luxury hotel. The hotel is named for what now defunct airline, which once occupied the flight center?

    Answer: Trans World Airlines (TWA)

  189. Which brand with an Italian name prides itself as being “America’s favorite brand of pasta sauce” but is actually owned by a Japanese company (Mizkan) and was first sold in New York in 1937?

    Answer: Ragu

  190. What author who's written for Esquire, ESPN.com and as "The Ethicist" for The New York Times Magazine wrote the 2022 book "The Nineties?" Much like his other works, including "Sex, Drugs, and Cocoa Puffs" and "Eating the Dinosaur," "The Nineties" is presented as a series of essays.

    Answer: Chuck Klosterman

  191. New York City and Oklahoma City are the most populous cities in their respective states. Indianapolis is the most populous in Indiana. There is one other state whose most populous city contains the name of the state? What state is it?

    Answer: Virginia

  192. New York's Scott and Steve Andrusz set a new record in 2022 for heaviest pumpkin in the U.S. How many pounds was that massive thing?

    Answer:

  193. The New York Times noted that "the sun never sets on a Disney theme park" due to their six locations being spread across the globe. In addition to the two in the US, there are Disney theme parks in Paris, Tokyo, Hong Kong, and which other Asian city?

    Answer: Shanghai

  194. Although he denied it during his lifetime, which former member of the US House of Representatives (who resigned in 1977 to become Mayor of New York) was recently confirmed by the New York Times as having been hom*osexual, making him the earliest known LGBTQ member of Congress?

    Answer: Ed Koch

  195. Ictiobus is a freshwater sucker that shares a common name with which city (the second-largest) in New York?

    Answer: Buffalofish

  196. 1979, 1980: When Candace Bushnell originally created Carrie as a semi-autobiographical character for her column "Sex and the City" in The New York Observer, she was known only by a single name. By the time the HBO series came around, the character had received what last name?

    Answer: Bradshaw

  197. A history of the U.S. that considers the perspective of enslaved Americans, The 1619 Project is a creation of what hyphenated New York Times writer?

    Answer: Nikole Hannah-Jones

  198. Which supermarket chain based in Maine and serving New England and New York was founded by brothers Arthur, Edward, and Howard, who gave it their last name? (Hint: For a while, some of the stores were called Shop ‘n Save)

    Answer: Hannaford

  199. What Oceanside, California native scored a New York Times bestseller with her 2016 novel The Mothers, also set in the San Diego region? She'd repeat the feat in 2020 with the novel The Vanishing Half.

    Answer: Brit Bennett

  200. One of the inspirations for Miranda Priestly was Anna Wintour, the current editor-in-chief at Vogue. Each year she hosts a gala at what New York museum that is NOT the home of a Queens-based baseball team?

    Answer: Metropolitan Museum of Art

  201. The Amtrak service that connects New York City with Charleston, SC and Savannah, GA is named for what small tree that also appears on the South Carolina flag?

    Answer: Palmetto

  202. What clothing company trades on the New York Stock Exchange under the ticker GOOS?

    Answer: Canada Goose

  203. Breaking a winning streak of 132 years by the New York Yacht Club, a boat from which country (which also the country’s name in the boat name) beat the boat ‘Liberty’ in the 1983 America’s Cup?

    Answer: Australia

  204. In the Netflix Original series, Daredevil, what New York City neighborhood does Daredevil primarily take place in?

    Answer: Hell's Kitchen

  205. What U.S. President is buried with his wife, Julia, in a domed mausoleum on 122nd Street and Riverside Drive in New York City's Upper West Side?

    Answer: Grant

  206. First and last name required. What Ole Miss quarterback led the New York Giants to Superbowl wins in 2008 and 2012?

    Answer: Eli Manning

  207. Opened in 1967 in New York City’s West Village, what bar was the site of the June 28, 1969 uprising that is the reason that Pride Parades are typically held on the last weekend in June?

    Answer: Stonewall Inn

  208. What mayor of New York City from 1978 to 1989 was famous for greeting his constituents on street corners with the folksy phrase "How'm I doing?"

    Answer: Ed Koch

  209. In the Spiderman franchise, the depicted as the publisher or editor-in-chief of the Daily Bugle, a fictional New York newspaper has what letter as his first, middle, and last initial?

    Answer: J

  210. What wholesale and retail market in Southwark, London, is one of the biggest and oldest food market in the city? Its name is used in the United States for administrative divisions, most famously of New York City.

    Answer: Borough Market

  211. What 1972 Norman Lear sitcom, an “All In The Family” spin-off, stars Bea Arthur as the titular outspoken liberal New York housewife, living with her husband, Walter?

    Answer: Maude

  212. Blitzen gets namedropped but never does the Blitzkrieg Bop in "Merry Christmas (I Don't Wanna Fight Tonight)," a holiday tune by what old-school New York punk rock group?

    Answer: Ramones

  213. What iconic event in New York City cost participants only $1 upon its 1970 introduction? The event is the largest of its kind in the world and has been canceled twice since 2000.

    Answer: New York Marathon

  214. What is the name of the fintech company, which was founded by Max Levchin and went public on the New York Stock Exchange in 2021, that allows users to apply for a small loan when purchasing a variety of items at its partner stores?

    Answer: Affirm

  215. Who is the only baseball team to win multiple World Series in the 1980s? In 1981, this team surprisingly trounced the New York Yankees, while a later Series saw one of the most famous pinch hit home runs of all time?

    Answer: Los Angeles Dodgers

  216. A November 1998 article titled "New CYBERSCAPE: Digital Assistants Get Sophisticated" was the first article in the New York Times's archive to use what now-ubiquitous word which, despite its name, does not necessarily refer to the IQ of a pocket computer?

    Answer: Smartphone

  217. What female journalist was known for pioneering the field of investigative journalism by going undercover in a mental institution for the New York World newspaper, and also for her record-breaking trip around the world in 72 days?

    Answer: Nellie Bly

  218. One of the most famous editorials ever written was by 8 year old Virginia O'Hanlon entitled "Is there a Santa Claus?". It was published on September 21, 1897 what New York newspaper?

    Answer: Sun

  219. Bribery allegations led to formal charges of campaign finance fraud being pressed in April 2022 against Brian Benjamin, the Lieutenant Governor, serving under Kathy Hochul, of what state?

    Answer: New York

  220. According to economic folklore, the price of a slice of pizza in New York City has closely matched the price of what other common item? For decades, a price increase in pizza seems to mirror the increase in this other item. This "Pizza Principle" was first formulated by patent attorney Eric Bram in the New York Times

    Answer: Subway ticket

  221. One president wore a lock of Lincoln’s hair during his inauguration. This man was a long-time admirer of Lincoln, and as a child had watched Lincoln’s funeral procession pass by his house in New York. Who was this?

    Answer: Teddy Roosevelt

  222. From 2019 to 2021 there were two New Yorkers serving as national heads of state: Queens-born Donald Trump, and what other world leader, born on the Upper East Side in 1964?

    Answer: Boris Johnson

  223. If you had tickets to The Gershwin Theatre in New York anytime between 2003 and 2018, the odds were overwhelmingly likely that you were going to see what musical?

    Answer: Wicked

  224. Born Edwin M. Anzalone, “Fireman Ed” is one of the most famous fans of what NFL team originally named the Titans of New York in 1959?

    Answer: New York Jets

  225. "No smile, no trash talk" is how a New York Times article described the 19-year career of what beloved San Antonio Spur, who retired from the team in 2016 and became an NBA Hall of Famer in 2021?

    Answer: Tim Duncan

  226. Among the many Amtrak services that stop at Washington, DC is what route that starts in New York, ends in Miami, and is named after a tree that grows in the southern United States?

    Answer: Palmetto

  227. What word that could also be used to describe a certain MLB or NFL player is the name of a long-distance Amtrak passenger line that stops at Cincinnati en route from New York to Chicago?

    Answer: Cardinal

  228. What “W” novelist, author of “Bonfire Of The Vanities” and “I Am Charlotte Simmons”, called the 1970s the “Me Decade” in a 1976 New Yorker article?

    Answer: Tom Wolfe

  229. What communications giant goes by the stock symbol T on the New York Stock Exchange?

    Answer: AT&T

  230. What Pittsburgh Pirates player hit a walk-off home run in game 7 to defeat the New York Yankees in the 1960 World Series?

    Answer: Bill Mazeroski

  231. What is the name of the department store in the movie "Elf" that is modeled after the real-life Macy's in New York City?

    Answer: Gimbels

  232. Released in 2002, “Stripped” is the fourth studio album of which New Yorker whose father was born in Ecuador?

    Answer: Christina Aguilera

  233. A young woman from the Boston suburbs gets a glamorous internship in New York City in what 1963 novel, the only one Sylvia Plath completed?

    Answer: The Bell Jar

  234. At 410 feet high, Todt Hill is the highest natural point in the city of New York. In which of the city's five boroughs would you find Todt Hill?

    Answer: Staten Island

  235. Fill in the blank for this New York Yankee nickname-origin story: "While playing in American Legion baseball, he received the nickname ________ from his friend Jack Maguire, who, after seeing a newsreel about India, said that he resembled one whenever he sat around with arms and legs crossed waiting to bat or while looking sad after a losing game."

    Answer: Yogi Berra

  236. There are no murders in the 1999 film "Mystery, Alaska," but led by a sheriff played by Russell Crowe the town's amateur hockey team takes on what kinda cop-named NHL team?

    Answer: New York Rangers

  237. What American university established a new engineering campus in New York City in 2012 as the result of an economic development initiative of Michael Bloomberg's to build on Roosevelt Island?

    Answer: Cornell

  238. Adapted into a 1993 film starring Daniel Day-Lewis, what "guiltless" 1920 Edith Wharton novel explores life in 1870s Gilded Age New York City?

    Answer: The Age of Innocence

  239. Which New York City-born actress made her film debut when she was just 6 years old in 2002’s alien sci-fi film “Signs,” then became a household name (and Oscar nominee) a few years later when she starred in 2006’s “Little Miss Sunshine?”

    Answer: Abigail Breslin

  240. What is the name of the original southern terminal station of the first line of the New York City Subway? It opened in 1904 and served the southern base of Manhattan near Brooklyn Bridge. The station is no longer in use since it was built on a curve and cannot accommodate longer trains but the 6 train still uses it as a turning loop.

    Answer: City Hall

  241. What polarizing clothing brand opened its first store in New York City in 1994 while lifting design cues from Barbara Kruger's red-and-white propaganda art and prominently featuring the Futura Heavy Oblique font?

    Answer: Supreme

  242. Opened in Fall 2018, Nike's self-titled "flagship" store is located in what New York City neighborhood?

    Answer: SoHo

  243. What Kentucky city was named after a New York City site where colonists dismantled and melted down a statue of King George III to make bullets for the Revolutionary War?

    Answer: Bowling Green

  244. What “S” convention, held in 1848 in its namesake New York hamlet that presumably had some Falls, featured Elizabeth Cady Stanton, Susan B. Anthony, and other women’s rights leaders discussing gender equality, and signing the Declaration of Sentiments, formally agreeing to fight for women’s rights?

    Answer: Seneca Falls Convention

  245. In April 2022, what U.S. Senate Majority Leader and senior Senator from New York promised he would adhere to an August timeline for a comprehensive cannabis reform proposal to his Senate colleagues?

    Answer: Chuck Schumer

  246. What first name, which is also a European nationality, precedes Schultz in the alias of an American mobster who was active in New York in the early twentieth century?

    Answer: Dutch

  247. Its name, which it shared with a New York hip-hop group, means "fingernail". What mineral gemstone is chemically identical to agate, but has striped bands of chalcedony that run in parallel lines, rather than in curves?

    Answer: Onyx

  248. What beverage, which originated in New York City, is made of milk, carbonated water, and flavored syrup, and does not include either of the ingredients in its name?

    Answer: Egg Cream

  249. Initially founded by Curtis Sliwa in the 1970s to stem the widespread violence on the New York City subway system, what is the religiously-inspired name of the volunteer youth patrol and non-profit famous for wearing red berets?

    Answer: Guardian Angels

  250. DAYTONA, the third release from what New York rapper, was released to immediate critical acclaim in May 2018, in part due to the Kanye West-produced beats on the album?

    Answer: Pusha T

  251. Who was the first president to broadcast a televised address? It occurred on a compact black-and-white screen from the New York World's Fair.

    Answer: Franklin Roosevelt

  252. Dating back to 1665, there have been 110 different mayors of New York City (including Eric Adams). These were all men, and all but two of these men were white. Who was the only minority candidate to win the mayoral election in New York City prior to Eric Adams?

    Answer: David Dinkins

  253. ExxonMobil is represented by what three-letter symbol on the New York Stock Exchange?

    Answer: XOM

  254. In September 2000, following a three-day Millennium Summit in New York at United Nations HQ, the UN General Assembly adopted the Millennium Declaration which included how many "chapters" or areas in which detailed goals for international development were laid out?

    Answer: Eight

  255. What eponymous phenomenon, coined as a term by New York-native Neil deGrasse Tyson, refers to the setting sun aligning perfectly with the east-west streets of the main street grid in one of New York City’s boroughs?

    Answer: Manhattanhenge

  256. The City Council in New York is the primary lawmaking body in the Big Apple, serves as a check against the mayor, and monitors the performance of city agencies. Within 10, how many members of the City Council are there at one time?

    Answer: 51 (41-61 accepted)

  257. Fashion Show Drive in Las Vegas is home to a 60-story golden tower hotel that is owned by what family brand? They are known for their casinos and office buildings around the US, in particular New York and Atlantic City, among other public service endeavors.

    Answer: Trump International Hotel

  258. What is the name of the New York Times initiative that seeks to "reframe the country’s history by placing the consequences of slavery and the contributions of black Americans at the very center of our national narrative?"

    Answer: 1619 Project

  259. The antics of sailors who have 24 hours of shore leave in New York City are the premise for what classic 1940s Broadway musical with music by Leonard Bernstein?

    Answer: On the Town

  260. What hurricane, which hit New York City in 2011, was featured in the episode, "Disaster Averted," of the TV series, "How I Met Your Mother?"

    Answer: Hurricane Irene

  261. "Dewey Defeats Truman" was a headline that should not have been printed, as incumbent U.S. President Harry Truman defeated Governor Thomas Dewey of New York in the 1948 Presidential election. Which major-city newspaper ran this headline on November 3, 1948 and almost immediately regretted it?

    Answer: Chicago Tribune

  262. Although George Washington was unanimously elected President in the first ever election of 1788-89, what state was not part of the electoral college for that election, since it did not establish how to choose its electors for the Electoral College by the deadline of January 7, 1789?

    Answer: New York

  263. In 2012, Tempur-Pedic International announced its $229-million-acquisition of what mattress brand whose apt New York Stock Exchange symbol is ZZ?

    Answer: Sealy

  264. What 1976 Billy Joel album, whose title references something you might see in a NYC subway station, contains the classic ode to the Big Apple, "New York State of Mind?"

    Answer: Turnstiles

  265. What New York wealth management firm was founded in 1907 by Henry Phipps Jr., and is still controlled by the Phipps family? The “B” name’s the same as the first inexpensive process of making steel from molten pig iron, patented in 1856.

    Answer: Bessemer

  266. What "T" 19th century governor of New York narrowly lost to Rutherford B. Hayes in the contested 1876 presidential election? A Democrat, it is believed his loss was negotiated in exchange for the end of Southern Reconstruction.

    Answer: Samuel Tilden

  267. Rob, who is a puppet, angrily denies that he is gay by singing the song "My Girlfriend Who Lives in Canada" in what Broadway musical named after a thoroughfare in New York City's Brooklyn borough?

    Answer: Avenue Q

  268. What NYC museum started in Gracie Mansion and later moved to 5th Ave. between 103rd St. and 104th St.?

    Answer: Museum of the City of New York

  269. What American playwright won the triple-crown of theatrical artistry in 1949? This includes The New York City Drama Critics' Circle Award, the Pulitzer Prize, and a Tony.

    Answer: Arthur Miller

  270. "Give me such shows — give me the streets of Manhattan!" is a quote from what famous American poet who, despite his association with nature, was a New York City resident and editor of the Brooklyn Eagle for a few years in the mid 19th century?

    Answer: Walt Whitman

  271. What Emily Weiss-founded cosmetics brand known for pop-up experiences opened their first permanent showroom at 123 Lafayette St. in New York? A second location followed the next year in Los Angeles.

    Answer: Glossier

  272. What apparel company was founded in 1818 in New York City and is considered by many to be the oldest US retail company still in existence today?

    Answer: Brooks Brothers

  273. His famous country-crooning son Tim was born in the South, but which Major League Baseball pitcher who said, “Ya gotta believe!” was born and raised in the Bay Area? (He had to head East when he signed with the New York Mets in 1964).

    Answer: Tug McGraw

  274. The Engineers are the sports teams of what upstate New York technical university? You may give the three-letter abbreviation by which the school is often known.

    Answer: RPI (Rensselaer Polytechnic Institute)

  275. Lead singer David Johansen and guitarist Sylvain Sylvain are among the members of what influential 1970s punk band named for their Big Apple roots?

    Answer: New York Dolls

  276. In 2007, a Roman-era sculpture made of bronze was sold in New York for nearly $29 million. This set the record for both the most expensive sculpture as well as the most expensive work from antiquity sold at auction. What Roman goddess of the hunt was the subject of the sculpture?

    Answer: Artemis

  277. Fala, Franklin Delano Roosevelt's beloved Scottish terrier, is buried a short walk from his master at the FDR Presidential Library in what New York town on the Hudson River?

    Answer: Hyde Park

  278. With a name that acts as an apt description for its appearance, hamburgers, baked beans, and pasta salad are just some of the many options to choose from when ordering which dish that originated in Rochester, New York?

    Answer: Garbage Plate

  279. What eponymous cosmetics brand was founded by a woman born in Chicago who graduated from college with a self-directed degree in theatrical makeup? In 1991 this woman and her husband partnered with another couple to launch a brand that debuted at Bergdorf Goodman in New York City.

    Answer: Bobbi Brown

  280. In the first of The Avengers movies, Captain America, Black Widow, Thor, Iron Man and what other member of the group defend New York City against the Chitauri while evacuating civilians?

    Answer: Hawkeye

  281. The world's largest Walmart, at nearly 260,000 square feet, is located at Crossgates Commons in what state capital?

    Answer: Albany

  282. What still-unfinished cathedral in New York's Morningside Heights neighborhood is the largest church in North America?

    Answer: St. John the Divine

  283. What office in New York City is first in line to succeed the mayor? The post is currently held by Jumaane Williams and current-mayor Bill de Blasio held the post before his 2013 mayoral election.

    Answer: Public Advocate

  284. In May 2009, a company co-founder of e-commerce prescription glasses retailer Warby Parker discovered a Jack Kerouac exhibit featuring the characters Warby Pepper and Zagg Parker, which led to the naming of his new startup. In what New York institution was this founder wandering?

    Answer: Public Library

  285. What “G” word is the name of a channel between Alaska and the Alexander Archipelago that is on the border of capital Juneau? The same word is the last name of a New York Jets defensive end of the 1980s named Mark.

    Answer: Gastineau

  286. A village in New York's Hudson Valley was a gathering place for New York's social elite for many years, which is why the small municipality gave its name for what distinctive, fancy, article of clothing most frequently seen on men?

    Answer: Tuxedo

  287. As of a 2011 American Community Survey, what Manhattan neighborhood is home to the most immigrants of any neighborhood in all of New York City at over 80,000?

    Answer: Washington Heights

  288. Considered one of the innovators of creative nonfiction via New Journalism, what American author's best-known work "The Executioner's Song" won the 1979 Pulitzer Prize for fiction? This "postal" author also ran in the Democratic primary for NYC's mayoral race of 1969 with a platform including the secession of New York City as the 51st US state.

    Answer: Norman Mailer

  289. What Broadway musical, which has an exclamation point in its title, is about the man who was mayor of New York City from 1934 to 1945?

    Answer: Fiorello!

  290. Which of New York City's annual parades is typically the largest, with over 80,000 people marching and 3 million people lining the streets? This particular parade marches down Fifth Avenue from 44th to 86th street.

    Answer: Puerto Rican Day Parade

  291. Performed by Huey Lewis, "Once Upon a Time in New York City" is the opening song of what 1988 Disney animated film that's based on a Charles Dickens novel?

    Answer: Oliver & Company

  292. The world's first road made specifically for cars was paved in which of New York City's five boroughs?

    Answer: Queens

  293. Fernando Ferrer, Adolfo Carrión Jr., and Ruben Diaz Jr. have been the three most recent holders of what political position in New York City? Diaz Jr. is currently the incumbent.

    Answer: Bronx Borough President

  294. On the night of October 16th, 1975 what event deemed a "deep crisis" (one that would likely impact nearly all New Yorkers) was prevented?

    Answer: Bankruptcy

  295. Bel Kaufman fictionalized the life of a first-year teacher in New York City in a best-selling 1964 novel called "Up the Down" WHAT?

    Answer: Staircase

  296. Although it is set in Harlem, New York City, what 1974 novel by James Baldwin has a title that refers to a thoroughfare in Memphis, Tennessee?

    Answer: If Beale Street Could Talk

  297. Who was the first sitting U.S. president to appear on the sketch comedy show Saturday Night Live? (Hint: He wasn't a host. He appeared in the show opener and said the phrase "Live from New York, it's Saturday Night!")

    Answer: Gerald Ford

  298. The 20 most expensive residential properties sold in the United States in 2020 were in Florida, California, New York, and what Four Corners state?

    Answer: Colorado

  299. What “E” New York based research company, founded in 1996 by Geoff Ramsey, offers subscribers insights and trends in digital media and commerce? Its company name sounds like the electronic version of a person who promotes something.

    Answer: Emarketer

  300. According to the Seattle government website, Chief Seattle, formerly known as Chief Sealth, inspired the renaming of the city. When it was first established as a small township in 1851, settlers borrowed the name of what two-word state? We're looking for BOTH words here.

    Answer: New York

  301. What 20th century abstract Dutch artist created such structural paintings as “Broadway Boogie-Woogie” and “Grey Tree?” This man with an “M” last name resided in New York.

    Answer: Piet Mondrian

  302. "A Raisin in the Sun," the first play written by an African American woman to be produced on Broadway, opened in March 1959. The author was a 29-year-old woman who won the New York Drama Critics Circle Award for Best Play. Name the author.

    Answer: Lorraine Hansberry

  303. What New York newspaper was owned by William Randolph Hearst, frequently engaging in yellow journalism in its rivalry against Joseph Pulitzer's New York World?

    Answer: New York Journal

  304. Involving three helicarriers that would patrol Earth, what was the name of the S.H.I.E.L.D. operation that was initiated in direct response to the Battle of New York?

    Answer: Project Insight

  305. A portion of New York City's Hudson Street is named for what Latina activist for trans rights, who was closely associated with fellow trans activist Marsha P. Johnson?

    Answer: Sylvia Rivera

  306. What electric switch hitting shortstop, traded from the Cleveland Indians to the New York Mets in 2021, is called “Mr. Smile” because of his organic positivity and large grin?

    Answer: Francisco Lindor

  307. On the New York Times bestseller list for 31 weeks as of the end of January 2022, what Colleen Hoover novel is a love story that doesn't shy away from issues of domestic violence?

    Answer: It Ends With Us

  308. Who was the King of England when the Dutch surrendered New York City to English forces in 1664?

    Answer: Charles II

  309. Philadelphia was the most populous city in the U.S. at the time the young nation declared its independence. In what decade did nearby New York City pass Philadelphia as the nation's most populous city?

    Answer: 1790s

  310. What “K” IT infrastructure technology company, based out of Armonk, New York, started as a spinoff of IBM? Its logo is its own name, spelled out in lowercase orange letters.

    Answer: kyndryl

  311. Bill Mazeroski hit a walk-off home run in Game 7 to clinch the Pittsburgh Pirates’ World Series victory over the New York Yankees in what year? In that same year, the Pennsylvania Republican Party voted to nominate Richard Nixon for president in a losing campaign.

    Answer: 1960

  312. What beachy slang term refers to the miners and construction workers who have built a large portion of New York City's infrastructure?

    Answer: Sandhogs

  313. A gay black man who worked with the March on Washington in 1941 to protest employment discrimination was Bayard ______. Fill in his “R” last name. He also also worked in the 1980s on behalf of New York’s gay rights bill.

    Answer: Bayard Rustin

  314. An outcrop of Manhattan schist protruding from Central Park bedrock also doubles as the largest exposed boulder in New York City. The rock is known as either Rat Rock, due to the frequent swarming of the titular creatures, or what other name which references the nearby ballfields?

    Answer: Umpire Park

  315. The 2019 Microsoft Office Specialist World Championship will be held in July in what American city?

    Answer: NYC

  316. Solar energy inventor and pioneer Frank Shuman wrote the following in the New York Times in what decade? "We have proved ... that after our stores of oil and coal are exhausted the human race can receive unlimited power from the rays of the Sun."

    Answer: 1910s

  317. What is the second largest library in New York if you ignore libraries associated with colleges?

    Answer: Queens Borough Public Library

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317 New York Trivia Questions (Ranked from Easiest to Hardest) (2024)

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