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 ...

I own a pair of gray chukka boots. I’m surprised just how much I wear them. The great thing about gray boots is that they work just as well with black jeans as they do with tan chinos.

the 1990s saw some of the best movies ever committed to celluloid His excellency has long made this unlikely duo work – and there's a lot to be said for finding your uniform ...

Timberland is a footwear brand best known for its iconic yellow work boots — but they also happen to make high-quality, ...

Our seasoned Hoka wearer breaks down the popular running shoe brand’s lineup for tackling all kinds of trails.

Easy: Shearling boots. Because the chill isn't letting up ... as "beyond" and the perfect "weather—and work—appropriate" pair. She adds, "I have worn them in storms galore and still looked ...

A display of presidential footwear by Johnston & Murphy is up at the Mayflower Hotel, Autograph Collection on Connecticut ...

While they're still great for putting to work, the Red Wing Classic Moc Boot has become a timeless ... from preps to adventurers. The chukka is versatile, lightweight, and surprisingly comfortable.

Work boots were once what you wore on a building ... Another style with big military energy, chukka boots were first popularised by British troops serving in India, with the name 'chukka' taken ...

The round sunglasses and brown suede chukka boots show attention to ... khakis (intentionally half-covering his Loewe Campo boots) and navy work jacket hit that sweet spot between considered ...