The number of fashionable hats for men have grown throughout the years, as wearing a stylish hat used to be a common part of a man's wardrobe. While few men regularly wear fedoras or cowboy hats these days, opting instead for baseball caps or no hat at all, knowing what hats are out there is an important thing for every man to know. What's most unique about fashionable men's hats is that they are almost immediately transported back to the style of that time when they put the hat on. Few articles of clothing do this better then a man's hat.
The fedora is one of the most stylish men's hats, as it is known to be worn by men who are both mysterious and sophisticated in books, films, and photos from the past. The fedora was first popular in the Forties and Fifties, worn by some of the biggest icons of those days. Due to that, men who have confidence in who they are and their possible iconic status have adopted the fedora and tried to replicate the same timeless style. Sometimes they pull it off, sometimes they don't. Try it a few times yourself and see how you look.
A brand new cowboy hat is large, stiff and a bit conservative for most men to wear outside of a rodeo or a place where everyone is wearing cowboy hats all the time. However, the weathered cowboy hat, one that looks like you've rode bareback across the range over the past six months and wrestled a few cattle into the mud, has become a fashionable hat for men to wear to a party, BBQ, concert or live sporting event, as it makes you look rugged and attractive, if work correctly. Then again, it can make them look like a hillbilly, so make sure it works with your face and style before wearing it out.
A hat that has been worn by old men and drivers of very wealthy people in Britain, the Tweed Ivy Cap was first popularized by Newsies selling papers on the corner of major city streets at the turn of the 20th Century, a look that harks back to what was considered a great time to be alive. As so many styles have started to come back over the past decade, this tweed Newsy cap is good for Fall and Winter days with an overcoat, preferably one that matches it in color.
A good, thin yet attractively made ski cap on a man can really accentuate their facial features, as it covers most of their hair. These ski caps aren't caps you would ever actually wear skiing but rather ones you would wear with jackets and jeans in fall or winter to keep your head warm but also allow you to look stylish and attractive.
You could argue the baseball hat destroyed stylish men's hats for a while as it was an easy hat to put on, wear a number of different ways and be durable to wear and tear. However, there's a reason fitted baseball hats have remained fashionable, as they can be worn with just about any outfit.