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Your Style Problems, Solved: Easy Tips And Tricks For Wearing A Hat

Author

James Olson

Updated on March 29, 2026

A few of you also asked about the wheres and whens of wearing hats, and I've got a few simple rules for that, as well: Hats are not appropriate for work, unless your office is extremely casual/fashion forward. If you want your hat to be part of your outfit, wear that outfit somewhere hats are acceptable--Sunday brunch, to the airport, out shopping, over to a friend's house. Think about it the way you think about a wool winter scarf. They can be really cute with a blazer and totally acceptable indoors, but you wouldn't sit down to a board meeting with one on, would you?

Visit Eugenia's website now to find out more about her and her passion for hats (true story: her career got started because of a bad haircut!) and then shop some of my favorite hats:

So tell me gals, will you try a hat out this spring? Do any of Eugenia's rules make you more willing to take on this trend? And what's your favorite way to wear a hat?