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🌹 Kentucky Derby Quiz
πŸ‡ Derby Day β€” May 2, 2026

The Run for the Roses
Trivia Challenge

70 questions spanning the greatest two minutes in sports β€” history, famous horses, legendary jockeys, the Triple Crown, and the spectacle of Churchill Downs.

The Kentucky Derby has been run every year since 1875 β€” through two World Wars, the Great Depression, and a pandemic. It lasts roughly two minutes. The build-up lasts all week. This quiz covers all of it.

Pick a category β€” horses, jockeys, the Triple Crown, the traditions β€” or play all 70 questions for the full challenge. Every answer comes with a genuine fact that adds something to what you already knew.

Derby Day is May 2, 2026. There's no better time to brush up.

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70 Questions
7 categories Β· 10 per category
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Derby Day: May 2, 2026
152nd Running at Churchill Downs
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150+ Years of History
Since 1875 β€” America's oldest major sport
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Choose a category β€” or play them all

out of 10


About This Kentucky Derby Quiz

The Kentucky Derby is America's oldest continuous major sporting event β€” held at Churchill Downs in Louisville every year since 1875. In that time it has produced some of sport's most indelible moments: Secretariat's impossible 1:59.40, Mine That Bird's 50-1 shock, the three fillies who beat the boys, and 13 horses who completed the Triple Crown. This quiz covers all of it.

Seven categories, 10 questions each. You can play them all in one go, or focus on whatever you know best β€” the history, the horses, the jockeys, the traditions, or the Triple Crown. Every answer comes with a genuine fact that gives the question a little more context.

πŸ“œHistory & Origins

From 1875 to today β€” the founding of Churchill Downs, the race's evolution, its postponements, and Hunter S. Thompson's infamous 1970 dispatch.

🐎Famous Horses

Secretariat, Man o' War, American Pharoah, Affirmed, Seattle Slew β€” the thoroughbreds whose names are permanently written into the sport.

πŸ†Winners & Records

Longest shots, fastest times, unlucky post positions, the three fillies who won, and every record worth knowing.

πŸ‘€Jockeys & Trainers

Eddie Arcaro, Bill Hartack, Ron Turcotte, Calvin Borel, Victor Espinoza β€” the riders and trainers whose skill made the difference.

🌹Traditions & The Scene

Mint juleps, the blanket of roses, extravagant hats, "My Old Kentucky Home," and the spectacle that surrounds two minutes of racing.

πŸ‘‘The Triple Crown

Only 13 horses have done it. The Kentucky Derby, Preakness Stakes, and Belmont Stakes β€” and everything that makes completing all three so brutally hard.

πŸ’‘Fun Facts

The January 1 universal birthday, lucky post 5, the letters no winner has started with, Hunter S. Thompson's Gonzo journalism origin story, and more.


Kentucky Derby Fast Facts

A quick-reference guide to the numbers and traditions that define America's most famous horse race.

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First Run: 1875
The 152nd Kentucky Derby runs May 2, 2026. It has been held at Churchill Downs every year except 1945 (WWII) and 2020 (COVID-19).
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Distance: 1ΒΌ Miles
Ten furlongs. Run in roughly two minutes. The distance was shortened from 1Β½ miles in 1896 and hasn't changed since.
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Record: 1:59.40
Secretariat, 1973. The only horse to break the two-minute barrier. The record has stood for over 50 years.
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Field: Maximum 20
Limited to 20 starters since 1975. Horses qualify on a points system via designated prep races called the Road to the Kentucky Derby.
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400+ Roses
The winner's garland weighs approximately 40 pounds and contains over 400 "Freedom" roses. It takes florists about four hours to assemble.
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120,000+ Mint Juleps
Served over Derby weekend. Made with bourbon, fresh mint, simple syrup, and crushed ice. The official drink since 1938.
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Universal Birthday: Jan 1
Every thoroughbred in the Northern Hemisphere officially turns a year older on January 1, regardless of actual birth date.
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13 Triple Crown Winners
From Sir Barton (1919) to Justify (2018). American Pharoah (2015) ended a 37-year drought. Only two have won it since 1978.
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140,000+ Hotdogs
Along with 300,000 strawberries consumed over Derby weekend. The hats, the food, and the Mint Julep make the Derby as much social event as sport.

Kentucky Derby Frequently Asked Questions

When is the Kentucky Derby 2026?
The 152nd Kentucky Derby is on Saturday, May 2, 2026 at Churchill Downs in Louisville, Kentucky. The main race typically runs between 6:00 and 7:00 pm EST. Derby Week events begin the prior week with Dawn at the Downs, Thunder Over Louisville, the Kentucky Oaks (Friday, May 1), and several other events.
What is the Triple Crown in horse racing?
The Triple Crown consists of three races run over a five-week period in spring: the Kentucky Derby (1ΒΌ miles at Churchill Downs), the Preakness Stakes (1³⁄₁₆ miles at Pimlico, Baltimore), and the Belmont Stakes (1Β½ miles at Belmont Park, New York). Only 13 horses have ever won all three β€” the most recent being Justify in 2018.
What is Secretariat's Kentucky Derby record?
Secretariat ran the 1973 Kentucky Derby in 1:59.40 β€” the only horse to ever complete the race in under two minutes. His record has stood for over 50 years. He went on to win the Triple Crown, setting track records at all three races, including a 31-length victory in the Belmont Stakes.
How old are horses in the Kentucky Derby?
All horses in the Kentucky Derby are three years old. In thoroughbred racing, every horse in the Northern Hemisphere shares an official birthday of January 1, regardless of their actual birth date. This means a horse born on December 30 officially becomes one year old two days later.
How many fillies have won the Kentucky Derby?
Only three fillies have ever won the Kentucky Derby: Regret in 1915, Genuine Risk in 1980, and Winning Colors in 1988. Genuine Risk also ran in the Preakness and Belmont Stakes, finishing second in both β€” one of the most remarkable performances in Triple Crown history.
Who wrote about the Kentucky Derby in 1970?
Hunter S. Thompson wrote "The Kentucky Derby Is Decadent and Depraved," published in Scanlan's Monthly in June 1970. Illustrated by British artist Ralph Steadman (his first American assignment), the piece is widely considered the founding document of Gonzo journalism. Thompson later admitted he was so consumed by the spectacle that he barely watched the race.
What is the lucky post position at the Kentucky Derby?
Post position 5 has produced the most Kentucky Derby winners since the starting gate was introduced in 1930. Post position 17 is considered the unluckiest β€” no horse has ever won from that position. The outside post forces horses to run farther and makes early positioning more difficult.
What is the longest shot to win the Kentucky Derby?
Donerail won the 1913 Kentucky Derby at odds of 91-1, paying a record $184.90 on a $2 bet. This remains the biggest payout in Kentucky Derby history. Mine That Bird in 2009 (50-1) and Rich Strike in 2022 (80-1) are also among the biggest upsets in the race's modern era.