21 Sturdy Yet Stylish Flat Black Winter Boots

These boots genuinely are made for walking – and they’re ultra chic too.

As much as we love our trainers – and we really are near-surgically attached to them at times – now is the moment to say a fond farewell to our lighter summer sneaks and hello to some lovely, comfortable and timeless black ankle boots. The good news is that once you buy a good quality pair, they tend to last and last. Ever practical, they are also perfect paired with long dresses – from the lighter floral numbers layered up with cosy knits to warmer needlecord frocks – and they look amazing with skinnies too. So, best foot forward: here is our selection of the very best on the web.

By Lucy Abletshauser
October 2020

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Allendale Ankle Boots, £130


Rois Calf Leather, Chelsea Boot, £530

Claudie Pierlot

Flat Lace Up Ankle Boots, £345


Winter Hiking Boots, £300

& Other Stories

Lace Up Leather Boots, £135

Russell & Bromley

Arctic Shearling Lined Boots, £325


Colorado, Ankle Boots, £355

Harvey Nichols

Jimmy Choo, Marva 70 Chelsea Boots, £750


Isabel Marant, Crisi Suede Ankle Boots, £460

Comptoir Des Cotonniers

Fitted Leather Boots, £235


Flat Leather Ankle Boots, £59.99

The Outnet

Ann Demeulemeester Leather Ankle Boots, NOW £390

Russell & Bromley

Studded Chelsea Boots, £295

Zadig & Voltaire

Express Clous Boots, £465

Matches Fashion

Isabel Marant Camp Ranger Boots, £540

La Redoute

Timberland London Square Leather Boots, NOW £97.50

Air & Grace

Jessa Black Leather Lace Up Boots, £249

John Lewis

All Saints Donita Leather Boots, £159.60

Net A Porter

Gianvito Rossi Martis 40 Leather Ankle Boots. £825

Penelope Chilvers

Rodriguez Leather Boot, £299

Lucy Abletshauser

Shopping Editor

Lucy is the GWG'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.