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Best Women'S Winter Boots 2024. Best overall women’s winter boots: Our winter warriors have tested more than 50 of the best winter boots for women since 2013. After interviewing multiple experts and testing 14 pairs of winter boots through an entire winter season, the ugg adirondack iii boot emerged as our pick for the best women’s. Over the past five years, we’ve tested more than 30 pairs of winter boots on icy streets, snow dusted trails, and powder covered mountains.