63 Connecticut Trivia Questions (Ranked from Easiest to Hardest)

Updated Date:
May 8, 2024
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Welcome to our page of Connecticut trivia questions! Connecticut is a state known for its rich history, picturesque landscapes and cultural heritage, making it a fascinating destination for everyone. Our selection of questions covers a wide range of topics including the state's history, culture, geography, and landmarks. Whether you're a native of Connecticut or just a curious learner, our trivia questions will help you discover new and exciting information about this great state.

For those interested in the history of Connecticut, our trivia questions will take you through the state's past, from its early days as a British colony to the present. We also cover the state's famous landmarks such as the Mark Twain House, the Mystic Seaport and the Pequot Museum. Culture enthusiasts can learn about the state's traditional customs, local art forms and its role during the American Revolutionary War.

Connecticut's geography and wildlife are also an important part of the state's identity, and our questions cover information about the state's natural wonders like the Litchfield Hills, the Housatonic River and the unique wildlife such as the American Black Bear and the state bird, the American Robin.

Our trivia questions are designed to be challenging yet entertaining, making them perfect for individuals, families, or groups of friends. Whether you're looking for a fun way to pass the time or you want to test your knowledge of Connecticut, our trivia questions are sure to provide hours of entertainment.

63 Connecticut Trivia Questions Ranked From Easiest to Hardest (Updated for 2024)

  1. What unofficial state nickname of Connecticut refers to a spice that is native to Indonesia, many thousands of miles away from Connecticut?

    Answer: The Nutmeg State

  2. You could probably call a Hartford or New Haven resident a "Nutmegger" without getting punched, since that's one nickname for natives of what New England state?

    Answer: Connecticut

  3. You can see the heads of Jack Sparrow, Pumbaa, and Popeye at a Connecticut "visitor center" dedicated to what single-serving candy company?

    Answer: Pez

  4. What patriotic tune, whose lyrics include the words "feather" and "Macaroni", is the official state anthem of Connecticut?

    Answer: Yankee Doodle

  5. Liability insurance is offered by what insurance company, which has a buck for a mascot and is “The” company associated with its Connecticut city?

    Answer: The Hartford

  6. What famous independent bookstore, often abbreviated "P&P," can be found on Connecticut Ave. in Washington's Chevy Chase neighborhood?

    Answer: Politics & Prose

  7. Executed as a spy in 1776, what speaker of the immortal phrase "I only regret that I have but one life to lose for my country" is the official State Hero of Connecticut?

    Answer: Nathan Hale

  8. Born in Fairfield, Connecticut in 1961, what actress grew up to star in films like "When Harry Met Sally," "Sleepless in Seattle," and "You've Got Mail?"

    Answer: Meg Ryan

  9. What governor of Connecticut, elected in 2018, lost a 2006 US Senate election to Joe Lieberman in 2006, despite beating Lieberman in the primary?

    Answer: Ned Lamont

  10. On the reverse side of the state quarter of Connecticut is an image of what specific tree, which was supposedly the hiding place for Connecticut's Royal Charter of 1662 when the English governor-general was searching for it?

    Answer: Charter Oak

  11. What WNBA team has a name derived from its affiliation with a casino in Uncasville, Connecticut?

    Answer: Sun

  12. Hartford, CT is home to what “W” Atheneum Museum of Art, known for its European and Classical collections? It may inadvertently draw some fans of Longfellow.

    Answer: Wadsworth

  13. Often considered the oldest continuously published newspaper in the U.S., Hartford's daily newspaper is also the largest daily newspaper in Connecticut by circulation. What is the name of this paper?

    Answer: The Hartford Courant

  14. Stamford, Connecticut is the home of what media and entertainment company known for “Sports Entertainment”, as Vince McMahon likes to call his performance product?

    Answer: WWE

  15. What alliteratively named 2000s TV series, whose title characters were played by Alexis Bledel and Lauren Graham, was set in the fictional town of Stars Hollow, Connecticut?

    Answer: Gilmore Girls

  16. With more than 140,00 residents, Bridgeport is the most populous city in Connecticut. Next up is New Haven with 129,000. What is the third-largest city in the state at 124,000 residents?

    Answer: Hartford

  17. What was the profession of Marilyn Monroe’s last husband, Arthur Miller, who she divorced in 1961, a year before her death? Miller, meanwhile, did not die for another 44 years when he passed in Connecticut.

    Answer: Playwright

  18. What American author, popularly known by a pseudonym, considered Hartford the most beautiful city in the United States and settled there to write what are considered his bildungsroman masterpieces? Coincidentally, this Missouri-born man lived next door to Harriet Beecher Stowe while in Hartford.

    Answer: Mark Twain

  19. What pizza restaurant, located on Main Street in its namesake Connecticut town, was also the name of a 1988 romantic comedy-drama directed by Donald Petrie, and starring Vincent D’Onofrio and a young Julia Roberts?

    Answer: Mystic Pizza

  20. Because it is home to major offices of companies such as Aetna and Travelers, a city in what STATE is often nicknamed "Insurance Capital of the World"?

    Answer: Connecticut

  21. What is the full name of the alliterative movie set in Connecticut that was released in 2011 and starred Elizabeth Olsen as a young woman who had lived in a cult in the Catskill Mountains?

    Answer: Martha Marcy May Marlene

  22. What Connecticut-born composer is famous for pieces like "Concord Sonata" and "Central Park in the Dark," but also made a fortune as a life insurance salesman?

    Answer: Charles Ives

  23. Because it is home to major offices of companies such as The Hartford, Aetna, and Travelers, the city of Hartford, Connecticut, is nicknamed "Capital of the World" of what industry?

    Answer: Insurance

  24. What man served as a U.S. Senator from Connecticut from 1952 to 1963 but is almost certainly not even one of the two most famous politicians from his own family? We need first and last name on this one.

    Answer: Prescott Bush

  25. The Bridgeport Sound Tigers and the Hartford Wolf Pack are both professional sports franchises based in Connecticut that compete in what sport?

    Answer: Hockey

  26. When listing the U.S. states alphabetically, what state immediately follows Connecticut?

    Answer: Delaware

  27. New Haven's Frank Pepe frequently tops lists of the best restaurants in the U.S. for what food?

    Answer: Pizza

  28. Before it moved to North Carolina in 1997 and was renamed the Hurricanes, what was the name of the NHL franchise of Hartford, Connecticut?

    Answer: Whalers

  29. The fictional suburb of Stoney Brook, Connecticut is the home of the titular teens and tweens of what Ann M. Martin book series?

    Answer: The Babysitters' Club

  30. Previously owned by United Technologies, what is the name of the aircraft manufacturer based in Connecticut that Lockheed Martin acquired in 2015? The company was founded by its eponymous Ukrainian-American aviator in 1923.

    Answer: Sikorsky Aircraft

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

    Answer: Beetlejuice

  32. The Connecticut Compromise—also known as the Great Compromise or the Sherman Compromise—was a critical agreement reached during 1787's Constitutional Convention between two different sides. What was the result of the compromise?

    Answer: Bicameral legislature

  33. Hartford native Suzanne Collins is famous for writing what trilogy of novels whose protagonist is Katniss Everdeen?

    Answer: The Hunger Games

  34. In June 2021, a landmark parentage law recognizing same-sex marriages, surrogacy, and non-traditional families was passed by what Constitution State?

    Answer: Connecticut

  35. What “W” farm is a historic site in Ridgefield and Wilton commemorating the namesake impressionist artist who lived there, and was also visited by John Singer Sargent and others? It shares its name with the last name of the Australian director of “Dead Poets Society.”

    Answer: Weir Farm

  36. The Barnum Museum, chronicling the life of entertainer PT Barnum, is located in what Connecticut city?

    Answer: Bridgeport

  37. "The Wives Are in Connecticut" is a 1985 song about cheating husbands, by what singer whose most famous tune is "You're So Vain?"

    Answer: Carly Simon

  38. Hartford, Connecticut has a museum that was once the residence of what American author of "A Connecticut Yankee in King Arthur's Court?"

    Answer: Mark Twain

  39. What dandy American song, in which the protagonist enters town "a-riding on a pony" to enlist in the Continental Army, is the state song of Connecticut?

    Answer: Yankee Doodle

  40. A house and museum in Hartford, Connecticut was the late 19th century home of what classic American author, the creator of Tom Sawyer and Huckleberry Finn?

    Answer: Mark Twain House

  41. The only U.S. president to have been born in Connecticut is George W. Bush, who was born in what town where he also spent his undergraduate years at Yale?

    Answer: New Haven

  42. What castle in its namesake state park in East Haddam, CT, is also a luxurious home designed by a silent film actor who played “Sherlock Holmes” in 1916? His last name is the same as the most prominent 19th-century inventor and manufacturer of shaving razors.

    Answer: Gillette Castle State Park

  43. What scientist, inventor, and native of Bridgeport, Connecticut is better known for “developing” the Polaroid instant camera in 1948?

    Answer: Edwin Land

  44. As of 2022 in America, five states have robust internet privacy laws that aim to protect users’ data. California, Colorado, Utah, and Virginia are the first four. Which East Coast state is the fifth?

    Answer: Connecticut

  45. The tick-borne illness Lyme disease is named after a small town in what New England state? The illness was first diagnosed there as a separate condition in 1975.

    Answer: Connecticut

  46. Completed in 2018, what public-private initiative helped UConn increase enrollment to the School of Medicine and Dental Medicine by 30%, and increased a health-related industry across the entire state?

    Answer: Bioscience Connecticut

  47. Odetah Camping Resort is located in western Connecticut near which town starting with the letter B?

    Answer: Bozrah

  48. Their headquarters are in Yonkers, New York, but in what state would you find the Consumer Reports vehicle test track?

    Answer: Connecticut

  49. The town of Wilton, Connecticut was the inspiration for what 1972 novel by Ira Levin, in which the women of the namesake town are being slowly replaced by robots?

    Answer: The Stepford Wives

  50. After Rhode Island and Delaware, what is the third smallest state in the U.S. by area?

    Answer: Connecticut

  51. The Northwest Hills in Connecticut are also known by what other name because of the fact that they are roughly coterminous with the county of the same name?

    Answer: Litchfield Hills

  52. What natural history museum, located in Yale University in Connecticut, was founded in 1866 by namesake philanthropist George? It shares its name with a time traveling dog who is known to hang out with Sherman during “Rocky and Bullwinkle.”

    Answer: Peabody Museum

  53. What is the canine name of the often highly successful sports teams of the University of Connecticut?

    Answer: Huskies

  54. Located in the northwest corner of the state, what is the highest peak in Connecticut?

    Answer: Bear Mountain

  55. The Hartford, an investment and insurance company that’s based in the namesake capital city of Connecticut, uses the male species of what antlered animal on its official logo?

    Answer: Elk

  56. Previously serving as Connecticut's commissioner of education, who became the U.S. Secretary of Education on March 2, 2021?

    Answer: Miguel Cardona

  57. Will Shortz lets competitors know how much a computer named Dr. Fill has beat them at Stamford, Connecticut's annual ACPT, or American WHAT WHAT Tournament?

    Answer: Crossword Puzzle

  58. What is the name of the fictional Connecticut town where Ira Levin set a 1972 novel about robotic wives, adapted into films in 1975 and 2004?

    Answer: Stepford

  59. Which psychologist investigated obedience using electric shocks while a professor at Yale?

    Answer: Stanley Milgram

  60. Hartford's BDL is (by far) the busiest commercial airport in the state of Connecticut. The only other commercial airport in the state goes by what three-letter code?

    Answer: HVN

  61. Although the first major settlements in Connecticut were made by Englishmen, what other nation was the first to establish a European presence in the state?

    Answer: Netherlands

  62. What fruit appears on the official flag and coat of arms for the state of Connecticut?

    Answer: Grapes

  63. Although most well-known for his flair as a circus owner, P.T. Barnum also served in elected office as a mayor and in the state legislature in what east coast state?

    Answer: Connecticut

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