5 Best Chelsea Boots For Men


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Chelsea boots are strongly rooted in England’s boot making history, with the first pair being designed and made by J. Sparkes-Hall in the mid-19th century. The boot maker for Queen Victoria herself.

These close-fitting ankle high boots scream royalty and rebellion – being drizzled in rock culture in the 60s with bands such as the Rolling Stones adopting the footwear. Every man should own a sturdy pair of Chelsea boots. It’s a boot that demands to be respected and can be worn with both smartwear and casualwear.

The history of the Chelsea boots will take you all the way back to the Victorian period. Despite it’s Victorian roots, the boot could not have originated without Vulcanized rubber.

In 1839, both American-born Charles Goodyear and British-born Thomas Hancock invented the crucial material of which would allow for easy slip-on boots. Despite it be inconclusive as to who invented it first, they were allowed separate patents which would eventually lead to the beginning of the Chelsea boot.

12 years after it’s invention, J.Sparkes-Hall developed an elastic sided ankle boot using the same invention. He claimed; “She (Queen Victoria) walks in them daily and thus gives the strongest proof of the value she attaches to the invention.” After years of continuous designs and modifications, the Chelsea boot has become what we know and love today.

These are our pick of the 5 best Chelsea boots for men:

Goodwin Smith Bailey Mahogany

Goodwin Smith - Bailey Chelsea Boots

The Bailey Mahogany Chelsea Boots from Goodwin Smith will have you standing out from the crowd. They feature a hand-dyed leather upper, leather and textile lining and a herringbone detail elastic gusset. Goodwin Smith have been making shoes since 1928 and feature a range of Chelseas, Monkstraps and Derbys.

Buy now from Goodwith Smith


Russell & Bromley Beechwood Classic

Russell Bromley Beechwood Classic

The Beechwood Classic from Russell & Bromley comes in a rich black calf leather. Crafted in Tuscany from hand selected black calf leather, this style has been detailed with classic elastic inserts. A fine welt and narrowed toe ensures they’re sleek enough to pair with tailoring.

Buy now from Russell & Bromley


Common Projects Round-toe Suede

Common Projects Suede Chelsea Boots

If you’re into your modern pop culture, then you’ll probably know Common Projects. Worn by Drake, the brand has a gorgeous range of Chelsea boots including these Round-toe suede in black. The sole and branding provide a great twist on the Chelsea boot with the rubber-crepe soles.

Buy now from Selfridges


Cheaney Barnes III B

Cheaney Barnes III B Chelsea Boot in Brown Pull Up Leather

Team this pair of Cheaney Barnes Chelsea Boots with an oxford shirt and slim fit jeans for the perfect casual look. These boots are for more the casual style, creating a statement with their wilted brown rubber sole. Hand crafted in Northamptonshire, Joseph Cheaney & Sons create classic shoes with a history going back to 1886.

Buy now from Cheaney


Alexandre Mattiusi Black Spazzolato

AMI Chelsea Boots

These Black Spazzolato Chelsea Boots from Alexandre Mattiusi embody that rock and roll culture. With the glossy style, large welt and leather sole, people will spot your strut from a mile away. ‘Made in Portugal’ with ‘love’ the boots are made from 100% cow leather.

Buy now from AMI Paris



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