Chelsea boots are utilitarian, streamlined, and sometimes even edgy. But above all, they are easy to wear, with elastic sides that slip right on. Invented by Queen Victoria’s shoemaker ...

Learn more! Regardless, rich moms near and far have taken on the trend, pairing Chelsea boots with everything from jeans and leather pants to dresses and skirts. It’s a casual yet ultra-classy ...

Related: Nordstrom Rack Is Selling Chic $120 Chelsea Boots for $50, and Shoppers Say They're 'So Comfortable' ...

Why we like it: Whether you’re kayaking or gardening, this seam-sealed hat offers great protection from rain. It has an ...

The footwear I chose is Merrell’s Bristol Chelsea Boots. $180 $100 Buy on merrell.com I’ve been a big fan of Merrell ever since I wore the brand’s classic Moab hiking boots while hiking my ...

That said, the most joyous sartorial aspect of the season is fashion's annual return to fall and winter boots. Chelsea boots, over-the-knee boots, ankle boots, and UGG boots are all styles we ...

From waterproof lace-up boots and leather riding boots to chunky lug-sole Chelsea boots and suede heeled ankle booties, here are my favorite comfy pairs for every outfit and occasion. For more of ...