When it comes to men’s boots ... rubber or tanned leather – the former leans into the laid-back vibe while the latter is better if you prefer something smarter. The best part?

Every woman needs a sleek Chelsea boot in her wardrobe, and this one from Sperry is both stylish and comfortable. The classic round toe and ankle-high silhouette pairs effortlessly with high-waisted ...

Not coincidently, the Red Wing Heritage Classic Moc was the overall best moc toe boot ... a classic Chukka. Hand made in Maine, the long-wearing and water-resistant Crazy Horse leather needs ...

Easy: Shearling boots. Because the chill isn't letting up anytime soon, we're rounding up the best shearling boots ... Salvador's reimagined take on the classic chukka featuring a velvety suede ...

The moccasin-inspired boot features a suede or leather upper ... as one of the best fall boots for men by many from all walks of life, from preps to adventurers. The chukka is versatile ...