80 free New York Yankees trivia questions with answers — sports quiz, new questions added Aug 2026.
73 free New York Yankees trivia questions with answers. From the Highlanders' hilltop park in Washington Heights to Aaron Judge's 62 home runs, the New York Yankees have packed more history into 120-odd seasons than any franchise in American sports. This quiz walks the whole pinstriped timeline: the Ruth sale and the Curse of the Bambino, Gehrig's streak, DiMaggio and Mantle, Stengel's five straight titles, the Bronx Zoo years, the Core Four dynasty and the 2009 champions. It starts with the questions every fan should ace (how many World Series, who was The Boss) and works up to the stuff that settles bar arguments: which pitcher gave up Maris's 61st, why the numbers 3 and 4 went to Ruth and Gehrig, where the interlocking NY really came from, and what the Boston Massacre scoreline was. Red Sox fans are welcome, and there is a question or two they will enjoy. Every answer has been checked against team histories, biographies and stadium records, and each carries a linked source so you can prove a point on the spot. Bring it to Opening Day, a road-trip playlist, or the group chat that still argues about Bucky Dent.
30 of 80 questions with answers and explanations. Play the quiz
Q 01How many World Series championships have the Yankees won, the most of any MLB team?
27
The 27th came in 2009, the first season in the new stadium, and no other franchise has more than 11.
Q 02Which nickname was attached to the original Yankee Stadium when it opened in 1923?
The House That Ruth Built
Sportswriter Fred Lieb coined it because Ruth's home runs had doubled attendance and effectively paid for the place.
Q 03What was George Steinbrenner's famous nickname as Yankees owner?
The Boss
He earned it as a famously hands-on owner from 1973 until his death in 2010, hiring and firing managers at a furious pace.
Q 04How many consecutive games did Joe DiMaggio hit safely in during his famous 1941 streak?
56
The streak ran from May 15 to July 16 and is still widely regarded as the record least likely ever to be broken.
Q 05How many home runs did Aaron Judge hit in 2022 to set a new American League single-season record?
62
The record-breaker came on October 4 against Texas, ending Roger Maris's 61-year hold on the AL mark.
Q 06The Yankees' franchise rights were purchased in 1903 from which defunct American League club?
Baltimore Orioles
Frank Farrell and Bill Devery bought the rights and moved the operation to upper Manhattan; the original Orioles had folded after the 1902 season.
Q 07What was the team known as during its first decade in New York, from 1903 to 1912?
Highlanders
The name nodded to the team's hilltop ballpark and possibly to president Joseph Gordon and the Gordon Highlanders regiment.
Q 08Which closer's number 42 did the Yankees retire in 2013, making him the last major leaguer to wear it full time?
Mariano Rivera
MLB had retired 42 league-wide for Jackie Robinson in 1997, but a grandfather clause let him keep it for 16 more seasons.
Q 09Whose version of "New York, New York" plays at Yankee Stadium after home games?
Frank Sinatra
For years the Liza Minnelli original was played after losses until she complained, and the team switched to Ol' Blue Eyes regardless of the score.
Q 10The 1919 sale of Babe Ruth to New York gave rise to which superstition about the Boston Red Sox?
The Curse of the Bambino
Boston did not win another title for 86 years, and columnist Dan Shaughnessy's 1990 book of the same name made the phrase famous.
Q 11Aaron Judge became the team's 16th captain in December 2022, the first since which player retired in 2014?
Derek Jeter
The captaincy came bundled with a nine-year contract that was, at the time, the largest free-agent deal in MLB history.
Q 12In the sitcom Seinfeld, which character spent several seasons working for Steinbrenner's Yankees?
George Costanza
The real Steinbrenner refused a cameo and asked that no Yankees pennant appear on the show, which used the pennant anyway.
Q 13The closer nicknamed "Sandman" grew up in the fishing village of Puerto Caimito in which country?
Panama
He was an amateur playing on rough fields when the Yankees signed him in 1990; his father captained a fishing boat.
Q 21Who threw the only perfect game in World Series history, in Game 5 of the 1956 Series against Brooklyn?
Don Larsen
Two years earlier he had gone 3-21 for Baltimore; Yogi Berra leaping into his arms became one of baseball's iconic photos.
Q 22From 1913 to 1922 the Yankees shared which ballpark with the National League's Giants?
Polo Grounds
The Giants evicted them after Ruth's arrival made the Yankees the bigger draw, so the club built its own park across the Harlem River.
Q 23Since September 2001, which song has been played at Yankee Stadium during the seventh-inning stretch?
God Bless America
Q 14The Yankees' 1979 season was shattered when captain Thurman Munson died in what kind of accident?
Plane crash
He was practicing touch-and-go landings in his own jet; his locker was kept empty in the clubhouse and later moved to the new stadium's museum.
Q 15In which year did the Yankees blow a 3-0 ALCS lead to Boston, MLB's only such collapse?
2004
Boston then swept St. Louis for its first title since 1918, and no other team has ever come back from 0-3 in a postseason series.
Q 16In June 2019 the Yankees and Red Sox played the first MLB games ever held in Europe, in which city?
London
The two-game series was staged in a converted Olympic Stadium and produced a 17-13 slugfest in the opener.
Q 17Who hit three homers on three straight pitches in Game 6 of the 1977 World Series?
Reggie Jackson
The performance cemented the nickname "Mr. October" and delivered the club's first title in 15 years.
Q 18In what year did the Yankees modify their long-standing appearance policy to permit well-groomed beards?
2025
The clean-shaven rule dated to 1973 and was enforced by Steinbrenner's sons for years after his death.
Q 19Babe Ruth's single-season record of 60 home runs, which stood until 1961, was set in which season?
1927
That was the Murderers' Row year, when the club spent every day of the season in first place and won 110 games.
Q 20Which shortstop's homer over the Green Monster decided the 1978 one-game playoff at Fenway?
Bucky Dent
He was a light hitter with five homers all year, which is why Boston fans still attach a profane middle name to him.
For years it was Kate Smith's recording, dropped in 2019 after some of her other songs drew accusations of racism.
Q 24Which team beat the Yankees in Game 7 of the 2001 World Series after Rivera blew the save?
Arizona Diamondbacks
It ended a run of three straight titles; Luis Gonzalez's bloop single over a drawn-in infield did the damage.
Q 25How many World Series titles did Yogi Berra win as a player, more than anyone in MLB history?
10
He appeared in 14 World Series in all, also a record, and caught the only perfect game ever thrown in one.
Q 26Where did the Yankees play home games in 1974 and 1975 while their stadium was renovated?
Shea Stadium
The Mets had refused to share until the city, which owned both parks, forced the issue; the NFL Jets and Giants were also tenants.
Q 27In 2017 Aaron Judge became the first rookie ever to win which event?
The Home Run Derby
He hit 52 homers that year, briefly the rookie record, and was a unanimous Rookie of the Year.
Q 28Which broadcaster called Yankees games on the radio for 36 seasons, from 1989 to 2024?
John Sterling
His trademark was a booming, drawn-out home run call and a personalised catchphrase for every hitter on the roster.
Q 29In which year did the club officially drop its original name and become the Yankees?
1913
The press had used "Yankees" unofficially since 1904, and the old name faded once the club moved to the Polo Grounds.
Q 30In 1973 George Steinbrenner's group bought the Yankees for $10 million from which company?
CBS
The Cleveland shipbuilder later admitted the deal included two parking garages CBS bought back, making the true net price about $8.8 million.