What movie featured the most Oscar winners?

Answer 1

Very tough call. The contenders are (including actors who were future-winners):

Hamlet (1996): Kate Winslet, Julie Christie, Robin Williams, Judi Dench, Charlton Heston, Jack Lemmon, John Gielgud, John Mills and Richard Attenborough (Best Director winner). (9) (Kenneth Branagh, and possible other cast members, will join the list in the future.)

Murder on the Orient Express (1974): Ingrid Bergman, Sean Connery, John Gielgud, Wendy Hiller, Vanessa Redgrave, Lauren Bacall (6 actors), plus Sidney Lumet (director) Paul Dehn ( screenwriter), and Geoffrey Unsworth (cinemotographer) (9)

A Bridge Too Far (1977): Sean Connery, Michael Caine, Gene Hackman, Anthony Hopkins, Laurence Olivier, Robert Redford (future winner for direction) and Maximilian Schell. (7)

How the West Was Won (1962): Henry Fonda, James Stewart, Gregory Peck, John Wayne, Walter Brennan, Karl Malden and narrator Spencer Tracy. (7) Many of the these movies also have additional Oscar nominees. This one has 10: Lee J. Cobb, Carroll Baker, Carolyn Jones, Robert Preston, Richard Widmark, Thelma Ritter, Agnes Moorehead, Debbie Reynolds, Russ Tamblyn and Raymond Massey

Nine: the Musical (2009): Daniel Day-Lewis, Marion Cotillard, Judi Dench, Nicole Kidman, Penelope Cruz and Sophia Loren (6, and nominee Kate Hudson)

JFK (1991): Walther Matthau, Jack Lemmon, Kevin Costner (direction), Sissy Spacek, Tommy Lee Jones, Joe Pesci. (6)

The Longest Day (1962): Sean Connery, Red Buttons, Rod Steiger, John Wayne, Henry Fonda, Edmond O'Brien. (6)

The Greatest Story Ever Told (1965): Jose Ferrer, Sidney Poitier, John Wayne, Shelley Winters, Martin Landau, Charlton Heston. (6)

Dick Tracy (1990): Warren Beatty (director), Dustin Hoffman, Al Pacino, cameo Kathy Bates, cameo Estelle Parsons. (5)

Hook (1991): Robin Williams, Dustin Hoffman, Maggie Smith, Julia Roberts and a very brief appearance by Gwenyth Paltrow. (5)

Special mention to- The Player (1992): Whoopi Goldberg, Tim Robbins, Sydney Pollack (3); and 10 Oscar winners cameo as themselves: Susan Sarandon, Julia Roberts, Anjelica Huston, Cher, Jack Lemmon, James Coburn, Louise Fletcher, Joel Grey, Marlee Matlin, Rod Steiger.

Another notable is Austin Powers in Goldmember (2002): Michael Caine and cameos by Burt Bacharach (original song), Gwenyth Paltrow, Kevin Spacey, Steven Spielberg (director) (5, plus Quincy Jones, Humanitarian award)

Bad Day at Black Rock also had 5- Spencer Tracy, Ernest Borgnine, Walter Brennan, Dean Jagger and Lee Marvin.

Around the World in 80 Days (1956) had 7 Academy Award winners in it- David Niven, Frank Sinatra, Shirley MacLaine, John Gielgud, Charles Coburn, Ronald Colman, and John Mills.

Poseidon Adventure (1972) - Jack Albertson, Shelley Winters, Ernest Borgnine, Gene Hackman and Red Buttons (5)