Best Bet: DVF Violet Hat

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With fall weather maintaining a moderate 50 to 60 degrees, now is the time to don stylish hats that aren't all about warding off windburn. This wool violet hat from Diane Von Furstenberg plays into the twenties trend that was all over the spring 2012 runways while offering an alternative to fedoras and wide-brimmed hats. Discreet gold hardware adds a subtle dose of glamour without being distracting. It’s also available in a cognac brown, though the burgundy is especially fall-appropriate.

Diane Von Furstenberg Violet Hat, $122.50 (originally $175) at DVF or online.