Fill your boots! Six of the best Chelseas for winter

The ultimately versatile boot has sat largely unchanged for decades — which is what makes it such a salient style icon, especially now...

A lot of good things have come out of Chelsea. Gianfranco Zola. The London art scene of the 1960s. Candy Kittens. The Surprise. But nothing is quite as brilliant and lasting as the Chelsea boot. A good Chelsea says a lot of things. It proves you’re a man of taste and distinction; it suggests you’re prepared for whatever the weather may throw at you; and it hints at your predilection for heritage, luxury and refined elegance over fads and flashes-in-the-pan. With all that in mind, you’ll want to invest in a pair this winter — and we’ve got just the selection for you. 

RM Williams Comfort Craftsman Boot

Brilliantly versatile, this design is handcrafted in Adelaide from yearling suede. Cloudlike innersoles ensure that your feet will be forever protected. Sturdy, Aussie, lovely. 

Fill your boots! Six of the best Chelseas for winter

RM Williams Comfort Craftsman

£375.00

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Cheaney Godwin Chelsea Boot

With a burnished leather exterior and navy lining, this boot is luxury exemplified; especially considering its handsome channel-stitched oak bark leather sole. Once again, Cheaney brings elegance to endless practicality and longevity. 

Fill your boots! Six of the best Chelseas for winter

Cheaney Godwin Chelsea Boot

£545.00

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Tod's Ankle Boots in Suede

Clad in rich brown suede, this boot is a suave addition to your winter wardrobe — and the embossed rubber pebbles on the outsole (a lovely nod to the ‘gommino’ bobbles on Tod’s heritage driving shoe) give it a durable, practical edge. 

Fill your boots! Six of the best Chelseas for winter

Tod's Ankle Boots in Suede

£500.00

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Edward Green Newmarket Boot

As timeless and traditional as Chelsea boots come. The loops at both front and back add flair (as well as ease) — and that raw umber is just the thing for striding through the fallen leaves.

Fill your boots! Six of the best Chelseas for winter

Edward Green Newmarket Boot

£1,185.00

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Church's Amberley polished binder Chelsea boot, £790, 

Crafted from calf leather, this boot has a polished binder finish and a Goodyear construction. It’s sleek, it’s shiny, and it’s perfect for those harsh winter days. 

Fill your boots! Six of the best Chelseas for winter

Church's Amberley Calf Leather Chelsea Boot Black

£790.00

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Crockett & Jones Chelsea 11

If you liked the brand’s ‘Chelsea 5’, you’ll love this update. In elegant slate suede and with a Dainite rubber sole, these are boots for men of distinction.

Fill your boots! Six of the best Chelseas for winter

Crockett & Jones Chelsea 11

£420.00

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Further Reading