As the cooler weather descends, it’s out with the summer sandals and in with the fall boots. Of course the most versatile of fall boots—and one of our favorites—is the Chelsea boot. Since 1837, the ...

The Chelsea boot is thought to have originated in 1837 by Queen Victoria's bootmaker, Mr J Sparkes-Hall — here he crafted a pair of ankle height boots with elastic side inserts to make them easy to ...

At this time of year, there’s nothing more fashionable than a sweater, jeans and Chelsea ankle boots. If you need a new pair, ...

A great pair of boots is a staple for autumn, and New Look has just dropped the perfect chic pair for the season. The Dark Brown Faux Leather Chelsea Boots are easy to style and affordably priced, ...

This simple water-resistant bootie by Caslon has sold out numerous times since hitting Nordstrom’s site a little over a year ago, and a large part of that is because of PureWow’s very own. Readers ...

Prada's lug sole boots are one of the best ankle boots for fall and winter, not only because of their enduring stylishness, ...

A timeless style for almost any occasion. Real Simple / David Hattan The allure of Chelsea boots extends beyond their sleek design and supreme adaptability, which can pair with everything from formal ...

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." “Comfort is key when selecting the perfect Chelsea boot,” says Erica Farago, VP of operations at Jack ...

There are few fall boot styles easier to pull off than Chelsea boots. Literally—the signature stretchy gussets on either side make it a breeze to slip into and out of this classic bootie, making them ...