36 Taylor Swift Trivia Questions

Taylor Swift is one of the most iconic and successful artists of our generation. With her powerful lyrics, relatable songs, and incredible talent, she has captured the hearts of millions worldwide. 

If you’re a Swiftie or just a casual fan, test your knowledge with these Taylor Swift trivia questions. 

See how well you know the singer-songwriter’s life, career, and music.

Taylor Swift Trivia Questions

  1. What was the title of the lead single from Taylor Swift’s debut album, and how many weeks did it stay on the Billboard Hot 100 chart?

  2. At the 2010 Grammy Awards, Taylor Swift won four categories. Name at least two of those categories.

  3. Which Taylor Swift song, often recognized for its narrative style, was inspired by a real-life love triangle involving one of her friends?

  4. In which 2010 romantic comedy film did Taylor Swift make her feature film acting debut?

  5. Name two artists with whom Taylor Swift has collaborated, where the collaboration resulted in a top 10 hit on the Billboard Hot 100.

  6. What record did Taylor Swift set with the release of her album “Folklore” in terms of Billboard 200 chart history?

  7. Name two musical artists or bands that Taylor Swift has cited as major influences on her music.

  8. What major donation did Taylor Swift make in 2016 to support Louisiana flood victims?

  9. What unique distinction does Taylor Swift hold in the Guinness World Records?

  10. Which song from Taylor Swift’s second album, “Fearless,” was her first to top the Billboard Hot 100 chart?

  11. For which 2012 blockbuster movie did Taylor Swift contribute the song “Safe & Sound”?

  12. In which year did Taylor Swift leave her long-time record label, Big Machine Records, and which label did she join afterward?

  13. What was the title of the surprise album Taylor Swift released in 2020, announced just hours before its release?

  14. With which album did Taylor Swift notably shift from her country roots to a more pop-oriented sound?

  15. What common phrase did Taylor Swift attempt to trademark in 2015, sparking widespread media attention?

  16. Name a famous TV show in which Taylor Swift made a guest appearance, playing the character of a love-struck teenager.

  17. Which classic rock band did Taylor Swift cover in an acoustic performance at the 2012 Grammy Awards?

  18. Before pursuing a career in music, what did Taylor Swift aspire to be when she was younger?

  19. At what annual event did Taylor Swift first perform publicly at the age of 11?

  20. Which legendary musician did Taylor Swift collaborate with on the song “Both of Us” in 2012?

  21. For which 2016 hit did Taylor Swift use the pseudonym Nils Sjöberg as a songwriter?

  22. What was the name of the deluxe edition of Taylor Swift’s album “Fearless,” which included six additional tracks?

  23. Why did Taylor Swift’s family relocate to Hendersonville, Tennessee when she was 14?

  24. Which music video marked Taylor Swift’s directorial debut?

  25. Which Taylor Swift album, her fifth studio release, was named after a color?

  26. Which famous American author and his work inspired the song “The Last Great American Dynasty”?

  27. Which Taylor Swift song is known for having no chorus?

  28. At what age did Taylor Swift write her first song, and what was its title?

  29. In which historic museum was the music video for “Blank Space” filmed?

  30. Which famous actor provided a voiceover for Taylor Swift’s music video for “Look What You Made Me Do”?

  31. In 2012, Taylor Swift donated $4 million to fund the construction of an education center at which American museum?

  32. What record did Taylor Swift’s ‘Reputation’ Stadium Tour set in the United States?

  33. What unique honor did Taylor Swift receive from the Songwriters Hall of Fame in 2010?

  34. What was the title of the television movie in which Taylor Swift had her acting debut in 2009?

  35. Which album by Taylor Swift is named after a city and includes a track that shares its title?

  36. Which supermodel and close friend of Taylor Swift made a cameo appearance in the music video for “Bad Blood”?


  1. The lead single was “Tim McGraw,” and it stayed on the Billboard Hot 100 chart for 20 weeks.

  2. She won in the categories of Album of the Year, Best Country Album, Best Female Country Vocal Performance, and Best Country Song.

  3. “You Belong With Me” was inspired by a friend’s love triangle.

  4. Taylor Swift appeared in the film “Valentine’s Day.”

  5. She collaborated with Ed Sheeran on “Everything Has Changed” and with Kendrick Lamar on “Bad Blood.”

  6. With “Folklore,” Taylor Swift became the first artist to have an album and a single (“Cardigan”) debut at number one on the Billboard 200 and Hot 100 charts in the same week.

  7. She has cited Shania Twain and The Chicks (formerly known as The Dixie Chicks) as significant influences.

  8. She donated $1 million to the Louisiana flood relief efforts.

  9. She holds the record for the most AMA wins by a female artist.

  10. “Love Story” was her first song to top the Billboard Hot 100.

  11. She contributed to “The Hunger Games” with the song “Safe & Sound.”

  12. In 2018, Taylor Swift left Big Machine Records and joined Republic Records.

  13. The surprise album was “Folklore.”

  14. The shift occurred with her 2014 album “1989.”

  15. She attempted to trademark the phrase “This Sick Beat.”

  16. She appeared on “CSI: Crime Scene Investigation” in 2009.

  17. She covered “Rhiannon” by Fleetwood Mac.

  18. She initially aspired to be a horseback rider.

  19. She performed at the Bloomsburg Fair.

  20. She collaborated with B.o.B on “Both of Us.”

  21. “This Is What You Came For” by Calvin Harris featuring Rihanna.

  22. “Fearless Platinum Edition.”

  23. To help Taylor Swift advance her music career.

  24. “The Best Day” music video.

  25. “Red” (released in 2012).

  26. F. Scott Fitzgerald and his novel “The Great Gatsby” inspired “The Last Great American Dynasty.”

  27. “All Too Well” is known for having no traditional chorus.

  28. She wrote her first song, “Lucky You,” at 12 years old.

  29. The “Blank Space” music video was filmed at the Oheka Castle in Huntington, New York.

  30. Actor Idris Elba provided the voiceover.

  31. She donated to the Country Music Hall of Fame and Museum in Nashville.

  32. It became the highest-grossing U.S. tour in history at that time.

  33. She received the Hal David Starlight Award from the Songwriters Hall of Fame.

  34. She appeared in the TV movie “CSI: Crime Scene Investigation” (her character’s name was Haley Jones).

  35. “Red,” which includes the track “Welcome to New York.”

  36. Supermodel Karlie Kloss appeared in the “Bad Blood” music video.
36 Taylor Swift Trivia Questions

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