Wool Hats to Wear In Classic Cold Weather When cold and chilling temperatures strikes and you need to go out, it’s time to switch your style from hoodie to classic wool hat. A woolen winter hat keeps your head warm and also one of the smartest ways to enhance the style quotient and amplify the wardrobe status. It may be old fashioned, but donning a fedora or top hat can certainly make you feel the boss. There are different types of the ​wool hat both for men and women and thus, the winter season is the best time for an investment.