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The knee-high boots we would buy this autumn, from Church's, Khaite, Tod's, Isabel Marant, Chloé, Saint Laurent, Dries Van Noten and The Row.
By Taiwo AdedayoEvery piece here has been chosen by our editors. We may earn a commission on some products.
A knee-high boot covers more of the leg than any other shoe, so it changes an outfit more than any other shoe: it turns a skirt or a dress into something for October. These are the pairs we would buy, in four shapes, from £273 to £2,470, all in stock now.
Church’s Peyton is a pared-back riding boot in tan leather, with pull-tabs at the shaft. £1,190. Stuart Weitzman’s Celia, in walnut, has a structured shaft, a flat block heel and a pull tab. £750.
Khaite’s Colt is made in Italy from two-toned baby calfskin with a tumbled finish, a snip-toe and a stacked heel. £1,470.


The Colt also comes in black leather with a square toe and a flat sole, £1,368. Tod’s pair is black calf leather with a T detail and a round toe, £1,237.
Ganni’s is off-white recycled leather blend, slouchy and pointed, and flat. £273.


Isabel Marant’s Denvee is camel brown suede, panelled, with a pointed toe and a 40mm block heel. £1,203. Officine Creative’s Sonegal is brown suede with a round toe and a side zip. £726.
Legres’ 80 is dark brown suede in a roomy riding shape on a 35mm heel. £492.


Chloé’s Anouk has equestrian tabs with burnished gold-tone hardware and a stacked 85mm heel, in chocolate leather. £1,450. Saint Laurent’s Kate is black leather with an almond toe and a high block heel. £891.
Gianvito Rossi’s pair is burgundy red calf suede with a pointed toe. £1,159.


Measure the widest part of your calf before you order, and check it against the shaft width, because a boot that is tight at the calf will not stretch much. A side zip makes a close fit easier; a pull-on boot needs room. The top of the boot should sit just below the knee so it does not catch when you sit. Wear it with a skirt that covers the top of the shaft, or leaves a clear gap above it.
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