Winter wardrobe update: The only thing worse than chilly ears is humdrum headwear. Skip the same old knitted hat and wraparound earmuffs and stay haute as the temperatures drop with this fun-yet-fashionable cap from Italian designer Alex.Max. Practical meets pretty with warm wool and a sunny multicolored pompom, bound to keep both cold winds and the midwinter blahs at bay. Oh, and don’t be surprised if you find yourself catching snowflakes on your tongue, humming along with holiday tunes and sipping hot cocoa on a much-anticipated snow day—this trendy topper’s got definite throwback vibes. Feeling festive yet? $75 at Sassanova, 805 Aliceanna St., sassanova.com.