Comfort, practicality, and style: there's a reason no winter wardrobe is complete without a great pair of boots. Given the change in season, we’re taking a moment to pack away our strappy sandals in exchange for some more substantial footwear options—but, if you’re anything like us, your boot collection might be in need of a refresh.
Whether you lean towards more classic styles or you’re craving a statement, the Urban List team has got you covered with a comprehensive list of the coolest winter boots to shop as the temperatures drop. Keep scrolling to shop our top picks—but hurry, we're adding these to our carts too.
Urban List's Top Picks
- Best Waterproof, Merry People Bobbi Boot
- Best Knee High, By Far Edie Leather Knee Boots
- Best Ankle, Toteme Leather Ankle Boots
- Best Flat, A.EMERY Hudson Boot
- Best Sock-Style, St Agni Hanne Boot
- Best Chunky, Dr Martens Jaden Boots
- Best Statement, Toteme The Slim Croc-Effect Leather Knee Boots
- Best Western, Ayede Hester Suede Cowboy Boots
Best Waterproof Merry People Bobbi Boot
Designed for wet-weather conditions, but still perfect for everyday wear, this cute pair of ankle boots from Merry People seamlessly blend fashion and function.
Best Knee High By Far Edie Leather Knee Boots
Our pick for best knee-high boots, this pair by By Far has a subtle ‘60s look to them with a comfortable block heel, front-seam detail and a squared toe. Their slim design also makes them ideal for layering under all-types of outfits.
Best Ankle Toteme Leather Ankle Boots
Designed to compliment any look, these polished leather ankle boots are what capsule wardrobe dreams are made of. We love the thoughtful design details, including the pull tabs, elasticated panels and chunky block heel for extra-comfort.
Best Flat A.EMERY Hudson Boot
These minimal boots make a subtle nod to the western-trend with their distinctive cuban heel and pointed toe. Sitting slim and high on the ankle, and crafted from a premium Italian leather, you’ll have this pair in rotation for years to come.
Best Sock-Style St Agni Hanne Boot
Designed for a close fit, these sleek and modern mid-calf boots will complement any look thanks to their comfortable 7cm heel and pointed toe that creates a sharp and polished silhouette.
Best Chunky Dr Martens Jaden Boots
An icon and a wardrobe staple, Dr Martens Jaden boots are the ultimate chunky winter boot. Adding a touch of grunge and power to your look, they're extremely comfortable and they'll also last a lifetime.
Best Heeled Ankle Nelson Made Sophie Ankle Boot
Designed to carry you through the cooler months, these minimal leather boots will upgrade any winter wardrobe with their sleek pointed toe, flared heel and 100% leather design.
Best Heeled Knee High Wittner Kian Leather Stiletto Heel Long Boots
The ultimate long winter boot, this mid-heel stiletto boot features a seriously chic silhouette that’s enhanced by a pointed toe, sleek black leather design and easy-to-wear zip closure.
Best Statement Toteme The Slim Croc-Effect Leather Knee Boots
The classic calf-hugging silhouette of these boots is balanced by the on-trend addition of glossy croc-effect chocolate leather.
Best Western Ayede Hester Suede Cowboy Boots
A contemporary take on the cowboy boot trend, these playful yet elegant boots will upgrade your wardrobe with just the right amount of western-inspired flair.
Best Chelsea R.M. Williams Moriarty Chelsea Boots
Designed for everyday wear, these boots are an elegant take on the classic Chelsea style, characterised by their almond toe, low profile, comfort insole and premium pull up leather.
21 Of The Best Activewear Brands That Combine Function With Fashion
Whether you’re looking to sweat stylishly or just vibe a bit of sporty attire on the daily, here are our picks of the best activewear brands you need to add to your collection in 2025.
The Best Walking Shoes For Casual Vibes And Weekend Hikes
Urban List's curated edit of walking shoes ready and waiting to be put through their paces. These are the best walking shoes to elevate your stride in 2024. Your feet will thank you.
Image credit: Toteme Instagram | Tony Bianco Instagram | By Far Instagram
Urban List editors independently select and write about stuff we love and think you'll like too. Urban List has affiliate partnerships, and if you purchase something through the links in this article, we will earn a commission from those partners. To find out more about who we work with and why read our editorial policy here.