Gordon Douglas Director Frank Sinatra Robbo Actor, Producer Dean Martin Little John Actor Sammy Davis Jr. Will Actor Bing Crosby Allen A. Dale Actor Peter Falk Guy Gisborne Actor Barbara Rush Marian Stevens Actor Edward G. Robinson Big Jim Stevens Actor Victor Buono Deputy Sheriff Alvin Potts Actor Barry Kelley Police Chief Oscar C. Brockton Actor Hank Henry Six Seconds Actor Robert Carricart Blue Jaw Actor Allen Jenkins Vermin Whitouski Actor Jack La Rue Tomatoes Actor Hans Conried Mr. Ricks Actor Sig Ruman Hammacher Actor Bob Foulk Sheriff Octavius Glick Actor Phil Arnold Hat Rack Actor Harry Swoger Soupmeat Actor Joseph Ruskin Twitch Actor Bernard Fein Charlie Bananas Actor Caryl Lee Hill Cocktail waitress Actor Diane Sayer Booze's Witness Actor Bill Zuckert Jury Foreman Actor Milton Rudin Judge Actor Maurice Manson Dignitary Actor David R. Schwartz Screenwriter Howard W. Koch Executive Producer William H. Daniels Cinematographer Sam O'Steen Film Editing Nelson Riddle Original Music LeRoy Deane Art Director Raphael Bretton Set Decoration Donfeld Costume Design