What is a fedora? Fedoras are a type of hat, with a soft brim and indented crown. The wide brim sets fedoras a part from all other caps in style and comfort.When do you wear a fedora?Answer is simple - always. Fedoras are typically worn with dress clothes or a suit, as it is generally considered a dress hat, but today many folks wear them with jeans or other casual clothing. The timeless style can work well with just about anything. Depending on the specific type of material of the hat, it can be both a casual or formal hat, part of your most dressy or most comfortable attire.Quick history lesson, the term fedora originates all the way back to 1891. The word fedora comes from the title of an 1882 play by dramatist Victorien Sardou, F�dora, which was written for Sarah Bernhardt