Hollywood legends

22 Katharine Hepburn Trivia Questions: 8 Oscars, Stars Who Refused Her & Studio Contract Era

Katharine Hepburn remains one of the most significant figures in Hollywood history. With a career spanning decades, her influence on the film industry and her reputation for portraying strong, independent characters helped define the Golden Age of cinema.

This quiz covers her extensive filmography, her record-breaking Academy Award wins, and her famous long-term creative partnership with Spencer Tracy. You will find questions about her major studio contracts and the specific roles that earned her critical acclaim.

We hope you enjoy this look back at a screen icon. Once you are done, see how you fare with Hollywood legends, Golden Age history, or Oscar history trivia.

Which legendary actress holds the record for the most Academy Awards won in the Best Actress category?

Ingrid Bergman

Ingrid Bergman

Bette Davis

Bette Davis

Katharine Hepburn

Katharine Hepburn

Meryl Streep

Meryl Streep

For which film did Katharine Hepburn win her very first Academy Award for Best Actress?

The Philadelphia Story

The Philadelphia Story

Morning Glory

Morning Glory

Guess Who’s Coming to Dinner

Guess Who’s Coming to Dinner

The African Queen

The African Queen

In the Golden Age studio system, which major studio famously signed Katharine Hepburn to a long-term contract in the 1930s?

Warner Bros.

Warner Bros.

Paramount Pictures

Paramount Pictures

RKO Radio Pictures

RKO Radio Pictures

MGM

MGM

Katharine Hepburn and which other iconic actor collaborated on nine films together over the course of their careers?

Spencer Tracy

Spencer Tracy

Cary Grant

Cary Grant

Humphrey Bogart

Humphrey Bogart

Henry Fonda

Henry Fonda

Which 1942 film marked the first time Katharine Hepburn and Spencer Tracy appeared on screen together?

Guess Who’s Coming to Dinner

Guess Who’s Coming to Dinner

Adam’s Rib

Adam’s Rib

Pat and Mike

Pat and Mike

Woman of the Year

Woman of the Year

Which actor famously turned down the male lead opposite Katharine Hepburn in the 1939 stage and film production of The Philadelphia Story?

Robert Taylor

Robert Taylor

James Stewart

James Stewart

Gary Cooper

Gary Cooper

Clark Gable

Clark Gable

In 1969, Katharine Hepburn won an Oscar for her performance as Eleanor of Aquitaine in which historical drama?

On Golden Pond

On Golden Pond

The African Queen

The African Queen

Guess Who’s Coming to Dinner

Guess Who’s Coming to Dinner

The Lion in Winter

The Lion in Winter

What was the primary restriction for actors under the classic Hollywood ‘Studio Contract’ era?

A contract that forbade marriage

A contract that forbade marriage

A contract that allowed for long breaks between filming

A contract that allowed for long breaks between filming

The “Studio System” structure, which granted studios control over an actor’s project choices

The “Studio System” structure, which granted studios control over an actor’s project choices

A clause requiring actors to perform their own stunts

A clause requiring actors to perform their own stunts

Which classic screwball comedy paired Katharine Hepburn and Cary Grant, though it was considered a box-office disappointment at the time of its release?

Bringing Up Baby

Bringing Up Baby

Sylvia Scarlett

Sylvia Scarlett

Holiday

Holiday

The Philadelphia Story

The Philadelphia Story

How many total Academy Awards did Katharine Hepburn win throughout her illustrious acting career?

Six

Six

Eight

Eight

Ten

Ten

Four

Four

Which frequent director was known as a favorite of Katharine Hepburn and collaborated with her on numerous films including The Philadelphia Story?

William Wyler

William Wyler

John Ford

John Ford

Michael Curtiz

Michael Curtiz

George Cukor

George Cukor

In 1938, a group of theater owners published an infamous list labeling Katharine Hepburn as what?

“Box office poison”

“Box office poison”

“The dramatic queen”

“The dramatic queen”

“Hollywood’s sweetheart”

“Hollywood’s sweetheart”

“The studio outsider”

“The studio outsider”

Katharine Hepburn resurrected her failing film career by purchasing the rights to which stage play and turning it into a successful movie?

Stage Door

Stage Door

The Philadelphia Story

The Philadelphia Story

Little Women

Little Women

Alice Adams

Alice Adams

Katharine Hepburn won her final Academy Award for Best Actress for acting alongside which veteran actor in On Golden Pond?

Laurence Olivier

Laurence Olivier

Peter O’Toole

Peter O’Toole

Sidney Poitier

Sidney Poitier

Henry Fonda

Henry Fonda

Which contemporary actress was essentially Katharine Hepburn’s primary rival for high-profile film roles during the 1930s and 40s?

Lauren Bacall

Lauren Bacall

Bette Davis

Bette Davis

Vivien Leigh

Vivien Leigh

Greta Garbo

Greta Garbo

In which motion picture filmed on location in Africa did Katharine Hepburn star opposite Humphrey Bogart?

State of the Union

State of the Union

The Philadelphia Story

The Philadelphia Story

The African Queen

The African Queen

Pat and Mike

Pat and Mike

Which notable fact highlights Katharine Hepburn’s relationship with the Academy Awards ceremony?

It was directed by her brother

It was directed by her brother

It was filmed in technicolor

It was filmed in technicolor

She never attended the ceremonies to accept her awards in person

She never attended the ceremonies to accept her awards in person

She was nominated 12 times but only won once

She was nominated 12 times but only won once

Why did Katharine Hepburn and Spencer Tracy never marry despite their long-term partnership?

Hepburn didn’t want to live in Hollywood

Hepburn didn’t want to live in Hollywood

He was already married to another famous actress

He was already married to another famous actress

They never officially met in private

They never officially met in private

Spencer Tracy’s wife refused to grant a divorce

Spencer Tracy’s wife refused to grant a divorce

What genre of film is the 1938 classic “Bringing Up Baby” considered to be?

A western directed by John Ford

A western directed by John Ford

A period drama directed by John Huston

A period drama directed by John Huston

A screwball comedy directed by Howard Hawks

A screwball comedy directed by Howard Hawks

A Stage Door play adaptation

A Stage Door play adaptation

From the advent of sound film, which decades saw the classic Hollywood ‘Studio Contract’ system as the primary model of film production and distribution before its decline?

The 1920s to 1940s

The 1920s to 1940s

The 1950s to 1970s

The 1950s to 1970s

The 1940s to 1960s

The 1940s to 1960s

The 1930s to 1950s

The 1930s to 1950s

Which director helmed the 1937 drama “Stage Door,” highlighting an ensemble cast including Katharine Hepburn and Ginger Rogers?

Gregory La Cava

Gregory La Cava

King Vidor

King Vidor

George Stevens

George Stevens

Sam Wood

Sam Wood

Which 2004 biographical film featured Cate Blanchett portraying Katharine Hepburn, winning an Oscar for the role?

The Aviator

The Aviator

The Philadelphia Story

The Philadelphia Story

Woman of the Year

Woman of the Year

Adam’s Rib

Adam’s Rib

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If you enjoy classic film history, consider browsing our other collections. We have additional quizzes on romantic comedies, award records, and notable directors to keep your momentum going.

My passion for travel seamlessly integrates with my love for trivia, as I spend a lot of time on the road. I create engaging trivia quizzes based on the information I gather about new locations, food, music, customs, and people.

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