Hats are one of my favorite accessories to wear year-round. Lately, the fedoras and wide brim hats have been on constant repeat in my wardrobe. But I have recently added bolero hats to my collection. Seen in the featured picture, the bolero hat is known as a Spanish riding hat. Gaucho style hats were worn by cowboys -gauchos- in South America. The gaucho sombrero is made of black wool felt, with wide flat brim, a shallow flat crown and chin cord. A bolero hat is practically identical, generally without a chin cord, and more associated with Spanish dancers.