It's probably safe to assume that Hugh Hefner's favorite room in his mansion was his bedroom. Although you don't need a source to prove it, he actually has stated this on record.
Hefner, despite his line of work, was an astounding businessman. Especially in its conception, he was incredibly passionate about the work he was creating with Playboy. He worked day and night, putting in impossible hours to deliver the quality he saw necessary for his publication. When he purchased the original Chicago mansion in 1959, he was at a very convenient distance from his club and office. Hugh, however, preferred working from home.
In 1966 Playboy photographer Larry Gordon captured this image of Hefner in his natural habitat: working on his bed. There are film negatives, transparencies, magazine clippings, office supplies, and of course, some chocolate bars. "I think they tidied up his bedroom a bit before they took this picture" said Photo Editor, Gary Cole. On a typical work day, this is where you would find Hef.
But, Hugh is no typical businessman. If he has to work from bed, he's going to do it the right way. For him, this meant not only did his bed rotate, but it also vibrated. Additionally, and naturally, he had cabinet of snacks, supplies, and even cup holders. Dinner in bed definitely had an upgrade. Although this bed was in the Master Bedroom in the original mansion, Hugh stated the they moved it to a Guest Room in the Los Angeles Mansion. With the history involved with the bed alone, it seems oddly accessible to his guests. Hef spent dozens of sleepless nights reviewing photos, writing memoranda, and slowly becoming an icon.
The image was chosen as part of Hugh Hefner's favorite 48 Playboy images, titled the Playboy Legacy Collection. Norman Solomon, who worked with Hefner to narrow down the collection, favorited this shot especially. "This is one of the classic shots of Hef because it shows him in the environment that he created - not surrounded by the Bunnies, but by himself indulging in the magazine. It represents so well the kind of solitude that everybody need when they're putting together a publication".