To tackle winter in style, a few essentials belong in your wardrobe: a statement knit, a timeless coat you’ll reach for year after year, and, most importantly, a reliable pair of boots. Whether ankle-length or knee-high, chunky or sleek, flat or heeled, the perfect pair of boots can pull your look together and remain a cold-weather staple for seasons to come.
While classic boots like Dr. Martens, Grenson, and Hunter remain forever favorites—perfect for everything from dog walks to Glastonbury—2024 has brought some standout trends to the forefront.
Biker boots are dominating the scene, thanks to Miu Miu’s signature Sienna style, while Uggs, the beloved Noughties icon, are back in full force. Gen Z fashionistas, including Bella Hadid, are opting for everything from platform Uggs to the classic mini boot.
For evenings, kitten-heeled boots are the must-have trend, offering a chic yet comfortable option in knee-high or delicate styles.
To make your search easier, we’ve rounded up the best winter boots for women—from affordable finds to stylish investment pieces—each tried and tested to ensure they’re worth every step.
Our Process for Testing Women’s Winter Boots
The Best Women’s Winter Boots for 2024 (Daisy Lester)
Over two months, we tested a variety of boots, evaluating their design, style, fit, and comfort. Each pair was worn for extended periods to assess durability, support, and any signs of discomfort. From trend-led styles to timeless classics, these picks will help you step into the colder season with confidence and style.
Mango buckles leather boot
- Best: Boots for women overall
- Size range: UK 3-8
- Colourways: Black
- Why we love it
- Comfortable
- Versatile
- Durable
- Take note
- Slightly heavy
Mango’s leather biker boots offer a sleek twist on the classic trend, featuring a knee-high silhouette, rounded toe, pull tabs, and a 3cm heel for a subtle lift. Buckle detailing and silver hardware at the ankle add an elevated touch to the timeless design.
Crafted from 100% leather, these boots were impressively comfortable right from the first wear. Even with daily use, they retained their shape, and the sturdy block heel made walking effortless. Versatile and stylish, they pair just as well with dresses and opaque tights as they do with relaxed, baggy jeans.
Asos Design Russo Black Leather Western Boots with Studded Detailing
- Best: Budget winter boots
- Size range: UK 3-8
- Colourways: Black, off-white
- Why we love it
- Comfortable
- Wearable
- Take note
- Tight around the ankle
Asos’s Russo boots bring a modern twist to classic cowboy style. Featuring ankle height, a square toe, chunky sole, and a slanted high-block heel, they offer a comfortable, easy-to-wear fit.
The boots fit snugly around the leg, so they’re best for those with narrower ankles or calves. A convenient zip fastening makes them easy to slip on, while the silver studded detailing adds a bold, edgy touch.
Lemon Jelly Vegan City 1 Boots in Black
- Best: Rain boots
- Size range: EU 36-41
- Colourways: Black, white, brown, yellow, khaki
- Why we love it
- Waterproof
- Sustainable
- Comfortable
The first thing you’ll notice about these stunning boots is the signature zesty lemon scent that fills the air as soon as you open the box. Next, their incredibly lightweight feel surprised us—like stepping on feathers. We decided to take them for a spin at a gig, and despite chunky boots often causing blistered heels, we returned home feeling as fresh as ever.
Lemon Jelly has managed to make Wellington boots look undeniably cool. The patent finish adds a stylish flair, while the chunky sole keeps them on-trend. And with the added bonus of being sustainable, vegan, and waterproof, these boots truly have it all.
Dr. Martens Black 1460 Bex Boots
- Best: Classic boots
- Size range: UK 3-13
- Colourways: Black
- Why we love it
- Timeless
- Durable
- Take note
- Have to wear in
A timeless icon, Dr. Martens has been a footwear staple since 1947, and these 1460 Bex boots are a perfect example of the brand’s enduring style. Featuring the signature ankle-grazing fit, black leather upper, lace-up design, and contrasting yellow stitching, they exude classic Dr. Martens charm.
The slightly chunkier sole adds a modern twist while preserving the comfort, durability, and rugged look that made the brand famous. Versatile enough for year-round wear, these boots pair perfectly with jeans, skirts, and dresses. However, they truly shine in the winter months, making them a reliable and stylish choice. You can’t go wrong with a pair of Dr. Martens.
Reformation Louie Sock Boot
- Best: Sock boots
- Size range: UK 3-9
- Colourways: Black, cream
- Why we love it
- Comfortable
- Versatile
- Wearable
- Take note
- Very expensive
Sleek and versatile, sock boots are an essential addition to any wardrobe, and this pair from Reformation delivers the perfect fitted silhouette. The tight material creates a seamless look on the leg, while the fawn suede adds a soft, sophisticated touch. Featuring a square toe and a contrasting black stacked heel, these boots make a bold statement.
Whether peeking out from under long jeans, paired with kick flares, or complementing a more daring evening outfit, these boots elevate any look with a touch of glam. Plus, they fit like a glove and were incredibly comfortable from the first wear.
H&M Suede Biker Boots
- Best: Suede biker boots
- Size range: UK 2-9
- Colourways: Black, brown
- Why we love it
- Trend-led
- Comfortable
- Vintage look
- Take note
- Slight odour owing to the suede
H&M’s premium suede biker boots offer a fresh take on the biker trend with a vintage, worn-in look. Designed with a flattering calf-high height, these boots feature buckles and silver metal hardware on the shaft and ankle, adding a rugged touch.
Cotton linings and insoles ensure all-day comfort, while the flat sole and 4cm low block heel make them versatile enough for both casual and dressier outfits. Unlike some other styles, these boots didn’t cause any discomfort or blisters after the first wear.
For a more budget-friendly option, H&M also offers a similar calf-high style with a matte-black finish for under £54.99.
Russell & Bromley Sleek Kitten Heel Pull-On Tube Boots
- Best: Kitten heel boots
- Size range: UK 3-8
- Colourways: Two
- Why we love it
- Statement shoes
- Comfortable
- Take note
- Not the most practical colour (although they’re also available in black)
We were instantly charmed by Russell & Bromley’s sleek kitten heel boots. True to their name, the boots add instant glamour to any outfit, thanks to the elegant tube silhouette crafted from buttery-soft white calf leather. The kitten heel is not only easy to walk in, but the low design makes a striking statement.
While the black version is more versatile, the white boots offer a bold, eye-catching look (just avoid wearing them in the rain). Whether peeking out from under wide-leg jeans or paired with a black midi dress, these boots create a stunning monochrome effect when styled with black.
M&S Leather Kitten Heel Ankle Boots
- Best: Heeled ankle boots
- Size range: UK 3-8
- Colourways: Black, cream
- Why we love it
- Timeless
- Comfortable
- Go with everything
A timeless addition to any wardrobe, M&S’s black leather kitten heel ankle boots are a smart investment under £100. Featuring a low 4cm kitten heel, chisel toe, and zip fastening for easy entry, they offer both style and comfort.
Designed with M&S’s special insoles to reduce pressure on the balls of your feet and antibacterial padding for added freshness, these boots provide all-day comfort.
Perfect for pairing with everything from jeans to midi skirts and smart work trousers, these boots are a perennial classic that never goes out of style.
Free People Main Character Ankle Boots
- Best: Croc-texture boots
- Size range: US 6-11
- Colourways: Black, dark green, yellow, brown
- Why we love it
- Classic
- Comfortable
- Wearable low heel
Heeled black ankle boots are a must-have in any capsule wardrobe, and Free People’s version offers a stylish twist on the classic. With a croc-texture and patent finish, these boots stand out with a sophisticated pointed toe and a wearable mini stiletto heel.
We found them exceptionally comfortable, thanks to the low heel and memory foam footbed, while the inner ankle zipper ensures a secure fit.
Perfect for transitioning from desk to dinner, these boots from Free People are a versatile investment that will last season after season.
Asra Black Beacon Chelsea Boots
- Best: Chelsea boots
- Size range: UK 3-8
- Colourways: Black
- Why we love it
- Practical
- Stylish
- Take note
- Have to wear in
A modern twist on the classic Chelsea boot, the Asra Black Beacon boots feature signature elasticated side panels and a versatile ankle-high silhouette. They pair perfectly with wide-leg trousers, midi skirts, and thick socks, while the pull tabs make them easy to slip on.
We love the chunky design and lugged sole, which add both style and functionality. Crafted from durable leather with a spot-clean rubber sole, they’re ideal for the unpredictable British weather. While they may require some breaking in, the comfort is well worth the effort.
Whistles Holan Heeled Boots
- Best: Brown boots
- Size range: EU 36-42
- Colourways: Brown, black
- Why we love it
- Comfortable
- Smart
Chocolate brown is having a moment, and Whistles’ Holan heeled boots are the perfect way to embrace this trending hue. Made from soft, smooth leather, these boots feature a flattering almond-shaped toe, a 7.2cm heel that’s formal yet comfortable, and a classic ankle silhouette. Surprisingly, they’re comfortable from the first wear.
The beauty of brown is its versatility—it pairs effortlessly with more colors than you might think. Style these boots with everything from denim to red or off-white pieces for a chic, coordinated look.
AllSaints Ophelia Chunky Leather Ankle Boots
- Best: Ankle boots
- Size range: UK 3-8
- Colourways: Black
- Why we love it
- Comfortable
- Durable
- Take note
- Pricey (though still a lot less than The Row’s version) c
If you love the look of The Row’s zipped leather ankle boots, you’ll find AllSaints’ version to be a stylish, budget-friendly alternative. Featuring a similar chunky silhouette, front zip, and rounded toe, these boots also add gold hardware and an exaggerated tab for extra flair.
While slimmer boots have made a comeback, chunky ankle boots continue to be a timeless choice. Whether paired with jeans in winter or adding an edgy touch to dresses in summer, these boots are a versatile, year-round investment.
Will Western Boots
- Best: Cowboy boots
- Size range: UK 3-8
- Colourways: Black, brown
- Why we love it
- Sustainable
- Comfortable
If cowboy boots are on your wishlist, these from Wills are a standout choice. Made from Italian bio-based vegan leather, they offer a vegan-friendly option that looks and feels just like the real thing.
The buttery-soft finish, enhanced by intricate white stitchwork, impressed us. Featuring pointed toes and a slight, slanted heel, these boots are both robust and well-crafted, ensuring they’ll last. We comfortably wore them for hours, thanks to the luxurious vegan-suede lining that kept our feet at ease.
Vagabond Cosmo 2.0 Tall Boots
- Best: Chunky knee-high boots
- Size range: UK 2-9
- Colourways: Black
- Why we love it
- Comfortable
- Durable
Vagabond’s modern take on classic riding boots features a black cow-leather upper and goat-leather inner sole for both comfort and durability. The knee-high design boasts a pull-on shaft with a chunky rubber outsole, rounded toe, and detailed seams along the upper, making a statement with its simple yet striking design.
Perfect for pairing with a dress in the summer or a skirt and tights during colder months, Vagabond’s boots are a versatile and foolproof addition to your wardrobe.
Bobbies Enora Boots
- Best: Knee-high boots
- Size range: EU 35-42
- Colourways: Black, antelope, Irish coffee
- Why we love it
- Comfortable
- Durable
- Versatile
Arguably the perfect everyday knee-high boots, the Enora style from Parisian label Bobbies has become one of our go-to pairs. Made from durable lambskin leather with a snug leather lining and wood-effect, leather-covered heel, these boots are comfortable from the first wear. The block heel and subtly chunky sole offer the right balance of comfort and support for daily use.
With a sleek, slim-fitting shaft, the boots fit effortlessly under jeans or add a chic touch when paired with tights and a mini skirt.
Ugg Women’s Classic Mini II Boot
- Best: Ugg boot
- Size range: UK 3-10
- Colourways: Chestnut, grey, black, chocolate, sand, burnt cedar, eve blue, moss green, smoke plume, lavender shadow
- Why we love it
- Warm
- Cosy
- Take note
- Not waterproof
Ugg boots need little introduction, having soared in popularity in the 2000s as a stylish footwear choice. Today, the brand’s appeal remains strong, with its focus on comfort and functionality often outshining the appearance. Lined with soft sheepskin, these boots are incredibly warm and cozy, making them ideal for cold weather.
We chose the mini cut, a classic that pairs perfectly with any type of trouser or jeans. While they feel wonderfully comfortable, they’re best suited for casual occasions. Due to the softness of the suede, they can show signs of wear quickly, so give them some TLC and avoid wearing them in wet conditions.
Urban Outfitters Jessie Western Kitten Heel Knee High Boots
- Best: Kitten heel knee high boots
- Size range: UK 3-8
- Colourways: Brown
- Why we love it
- Comfortable
- Unique looking
- Take note
- Too tight for those with wider calfes
Combining the bold edge of a cowboy boot with the femininity of a kitten heel, this style from Urban Outfitters is a must-have for your wardrobe. Finished in a glossy chocolate brown hue that complements nearly any outfit, the knee-high silhouette is incredibly flattering. The dainty kitten heel and pointed toe add a touch of sophistication.
The Western detailing—featuring tonal panels, cross stitching, and a slightly curved shaft top—gives the boots extra flair, while the inside zip fastenings make for easy entry. However, due to the snug-fitting shaft, these boots may not be ideal for those with wider calves.
