If you're going to drop a pretty penny on a pretty hat, it might as well be this Helen Kaminski Madeira Hat ($250). It's a great way to bring the summer fedora trend into the fall and winter with a heavier fabric (formed felt) and a festive lace detail. It'll keep your locks looking lovely and dry before you arrive at your destination and give you a mysterious vintage Hollywood air. We know you can pull it off!
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