The ankle boots that deserve your attention this season

street style berlin november, 2023
Ankle boots deserve your attention this winter Christian Vierig - Getty Images

Come rain or shine, the ankle boot is one of our favourite choices of footwear when it comes to versatility in styling. While they may not make as much of a sartorial statement as a pair of knee-high boots, or offer as hardy an adversary for muddy walks as the wellington, a good pair of ankle boots stands apart as an understated fashion investment that offers consistent returns throughout the year.

The Chelsea boot might spring to mind at the mention of ankle-grazing styles, but this season has seen kitten heels emerge as a popular competitor, stepping in as the elegant ankle boot for your winter wardrobe with angular aplomb. Block heels are another option that will serve your trans-seasonal wardrobe well, offering a grounding for fluid pieces such as silky slip skirts and knitted maxi dresses. If you favour a reliable rotation of trousers, you'll find ankle boots make for an excellent pairing too, elevating an otherwise basic combination of a t-shirt and jeans, and adding an extra layer of sophistication to a pair of wide-leg trousers.

From Staud's suede serving to Khaite's slanted heels and Isabel Marant's Western-inspired design, we've compiled the best ankle boots to buy this winter. Put your best foot forward and shop our edit of the trending and timeless styles below.


Keinna leather ankle boots

Crafted with a subtle nod to the classic cowboy boot, Gianvito Rossi's Dylan design is the ideal style to kick start your ankle-boot collection with. The block heel and pointed toe may lean Western, but the clean cut and glossy brown leather of these boots ensure its status as a modern staple.

£1095.00 at mytheresa.com.uk


Nevada leather ankle boots

With a slanted heel, pointed toe, and close-fitting form, these black ankle boots by Khaite offer an elegantly structured option that will appeal to those with a gothic persuasion all-year round.

£1370.00 at


Sanson leather ankle boots

With a smooth, marble-like finish that looks almost as if carved from stone, these white leather ankle boots by Gabriela Hearst feature a sensible mid-stiletto heel and angular pointed toe for a sculptural and sophisticated choice of footwear.

£1200.00 at


Calfskin heeled ankle boots

Bottega Veneta's gold-heel ankle boot might not be practical, but that doesn't mean it doesn't serve a purpose. The supple calfskin leather and elegant knotted heel adds an element of elegance to any outfit, rivalling the luxury of even the finest gold karat jewellery.

£1430.00 at


Roxy 45 leather biker boots

If you're looking to tap into the grungy biker boot trend this season, then this leather pair by Paris Texas are worth paying attention to. With a rounded square toe, practical heel and leather harness detail, these biker-style ankle boots will add an edge to a flowing maxi skirt or a pair of denim cut-offs.

£437.00 at mytheresa.com.uk


Dewina leather ankle boots

If you're not yet done with Yellowstone, then these Western-inspired boots make a strong case for your next purchase. Sitting low above the ankle with a sleek black leather finish and chunky slanted heel, Isabel Marant has crafted a perfectly Parisian take on the cowboy style.

£550.00 at mytheresa.com.uk


Wally suede ankle boots

Suede's popularity looks to continue into 2025, so why not opt for this charming pair of soft boots from Staud? With a stubby kitten heel and low-cut ankle design, these will pair as well with Chloé wide-leg jeans as they will with a boho-inspired maxi dress.

£380.00 at


55mm leather boots

With a wickedly pointed toe and witchy heel, Miu Miu's crinkle-effect ankle boots aren't for the faint of heart. Adorned with strappy gold buckles and a matching zip closure, these black patent leather boots combine subversive and sultry in one glossy style.

£1200.00 at

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