For AW25, the offering is particularly rich, replete with the gamut – sleek suede silhouettes, cheeky kitten heels, Western flourishes and glossy leather classics. Here, we chart twenty standout pairs that deliver style and substance in equal measure: consider this your guide to the boots worth slipping into now – and all through the cool months stretching ahead. Three words: fill your boots.

Hot Step: 23 Ankle Boots Made For Striding Into Autumn
These are the ankle boots we’ll be wearing with everything this season.
Few items in the wardrobe are as transformative – or as redolent of autumn – as the ankle boot. The season’s constant, it anchors dresses, gives denim a lift and lends a pleasing sturdiness to swishy skirts.
For AW25, the offering is particularly rich, replete with the gamut – sleek suede silhouettes, cheeky kitten heels, Western flourishes and glossy leather classics. Here, we chart twenty standout pairs that deliver style and substance in equal measure: consider this your guide to the boots worth slipping into now – and all through the cool months stretching ahead. Three words: fill your boots.
For AW25, the offering is particularly rich, replete with the gamut – sleek suede silhouettes, cheeky kitten heels, Western flourishes and glossy leather classics. Here, we chart twenty standout pairs that deliver style and substance in equal measure: consider this your guide to the boots worth slipping into now – and all through the cool months stretching ahead. Three words: fill your boots.

By
Lucy Abletshauser
·
Published September 2025
Lucy is The Guide's go-to expert on the best online buys, from fashion to interiors. An aesthete to her core, she does the trawling so you don't have to.