With a whiff of desert-boot panache, these chunky-heeled lace-ups are sweet with your favourite distressed denim or your go-with-everything leggings. The smooth, rich brown leather gives them polish, while the velvety coffee-hued suede accents add a chill vibe. The lug-tread rubber soles mean slushy sidewalks and rainy evenings are no problem—these booties work hard and go from office to outdoors without a second thought.

Trace Glow in Cognac ($250) 

A little Chelsea, a little cowboy, these booties strike the perfect balance between rustic and urban. Made from buttery olive-green suede, they look amazing with everything from skirts to jeans to your favourite work dress—fun patterned tights really make them pop. Elastic gussets on one side and a zipper on the other mean they’re as easy to wear as slip-ons.  And sturdy stacked heels add a little height but keep your toes in the comfort zone so you can hustle through busy days in total comfort.

Maypearl Tulsa in Kaki ($180)

Understated and totally sleek, these are the little black dress of boots. Pair them with black leggings or skinny jeans to create a long, lean line. Made of gorgeous full-grain leather with a coordinating heel, they have a seamless look that’s so appealing — and they go with just about any outfit you can throw at them. A quick-zip closure means you’re into them and out the door fast. That’s comfort designed for living!

Maypearl Ramie in Black ($180)

 

Check out our roundup of winter’s hottest trends, then get shopping for these styles and more here.