Ann Taylor has a rich heritage and was founded by Richard Liebeskind in 1954. The Ann Taylor woman was well-dressed and had a penchant for great cuts and fabrics, which is still true of the label's customer today. Ann Taylor gets women. Ann Taylor designs clothes and accessories for the modern woman, the woman who juggles work, life and family and the women who plays many roles, expressing herself through what she wears. This collection of women's Ann Taylor hats is diverse (much like the women the brand caters to) and features beautifully-made cashmere beanies, beach-savvy fedoras, vintage-inspired and sophisticated floppy straw hats and wedding-worthy fascinators.