Although Mad Men is set in the cutthroat world of advertising in 1960s New York City, the series has undoubtedly sparked a modern interest in vintage business fashions. From Joan Holloway’s high-waisted dresses to Don Draper’s skinny ties, style-lovers have been keeping a close eye on the characters’ wardrobes. There’s one aspect of the ensembles in particular that has inspired Hats in the Belfry: the stylish, dapper and delightful Mad Men hats.
The most popular Mad Men-style hat is, without question, the Don Draper fedora. This polished protagonist regularly rocks a classic, dimpled fedora made from fur felt or straw. Generally done in menswear-appropriate grays and tans, the Don Draper fedora has a short, downturned brim with a crisp band and the occasional feather. Hey, there’s a reason why Jon Hamm donated one of Draper’s sleek, gray fedoras to the Smithsonian earlier this year — it’s a cultural icon.
Roger Sterling regularly complements his gray flannel suits with a hat of his own. Much like Draper’s, Sterling’s caps pay tribute to the old-school, gangster-inspired fedoras that rose to popularity in the 1920s and ‘30s. The only thing you’ll need to finish off this authentic Sterling look is a floor-length trench coat and a three-piece suit.
The fashion-forward Joan Holloway is the super-stylish secretary to Sterling Cooper that has inspired fashion envy with her brightly colored, tight-fitting workday wardrobe that’s complemented by fun, floral accessories. Channeling your inner Joan is easy with sweet side fasteners adorned with flower and jewel accents.
Hat-lovers never overlook the adorable Peggy Olson, Don Draper’s determined secretary. The unexpected fashion darling is known for wearing super-chic pillbox hats and knitted beanies that are set at the back of the crown. Something tells us Peggy Olson keeps a collection of cloches in her closet, too.