When it comes to casual boots for fall and winter, we love styles in which fashion meets function. Whether you’re looking for street-ready styles, weather-proof durability or a little bit of both, we’ve got everything you’ll need to be ready for this cold weather season.

Weather Ready

Rain or snow, Mother Nature’s got nothing on these boots. These casual weatherproof boots are the perfect transitional footwear to take you from fall to winter. We particularly love the blue laces on both men’s and women’s Merrell Sugarbrush boots; they add the perfect pop of colour to the gloomiest fall days! Each of these boots features rubber soles to help you navigate slippery conditions, and are fully waterproof to keep your toes warm and dry as the weather starts to change.

Fashion Meets Function

Who says you have to sacrifice fashion for function? Some of our favourite footwear doubles as both stylish and weatherproof! Timberland in particular offers sleek alternatives to their classic workboot without losing the all-weather rugged rubber outsole. Blundstone also offers a winterized version of their comfortable boot that includes sheepskin insoles; perfect for the chilliest fall day! Why give up your tried and true winter footwear for a weatherproof version when you can have the best of both worlds?

Street Style

Put your best foot forward this fall with some of our warmest street style boots. Converse and Vans each offer a seemingly identical version to their summer shoes, however with added Thinsulate and heat retention layers. Sorel’s Conquest Wedge Boot allows women to maintain ankle support and comfort while still adding a bit of height to their look. Your toes will never be anything but toasty warm in these fashion-first casual boots.