3 Essential Men’s Shoes For Autumn/Winter 2020

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It might feel as though summer didn’t really happen, but Autumn officially has arrived.

And, with it, comes the crisp temperatures and rain showers that pose a very important question - what shoes are you supposed to wear?

With your summer wardrobe being packed away in place of knitwear, coats and jumpers, make sure you have the right shoes for your outfit, come rain or shine…

What shoes do you wear in Autumn?

Your Autumn shoes need to be warm and comfortable - ideally waterproof, too. You want a pair that doesn’t look out of place while the last of the sun shines through, but can carry you through to the chilliest of winter days.

As for style, you want something that can hold its own against bulky layers. So, a chunkier shoe is better than a delicate one.

Take a look at our top three men’s autumn shoes for some inspiration…

The Brogue

Need a shoe for trips to the office through the autumn months? Or something a little smart for a day out? Your brogues are the ideal transitional shoe. Helping keep your feet safe from chills without having to step into boot territory, the Brogue is an A/W essential.

Why not make the most of autumnal tones with our Malvern Brogue in russet antiqued leather?

Wear them with…

While you may have worn your brogues with a light pair of chinos through the summer, all they need is a little adapting to take you into autumn and winter. Your heavier jeans are likely to come out, which easily take to a chunky-soled brogue.

Forgoing socks is not an option when it gets cold outside, so choose a statement pair to keep you both snug and smart. See our Billy Ruffian sock collection for the best options.

The Chelsea Boot

Looking for an all-weather kind of boot? The Chelsea boot is the one. Whether you are dealing with the most miserable of winter rain showers, or enjoying the last of the autumn sunshine, these boots are sure to see you through the Autumn/Winter season with style.

Go with a leather pair for winter to save your suede ones from becoming damaged in the rain.

Wear them with…

Chelsea boots are best saved for the weekend. For A/W 2020, pair them with jeans, a smart jumper, knitted scarf and your best winter coat for a staple outfit that won’t let you down. The perfect ‘pull-on-and-go’ kind of shoe, there’s no excuse not to head outside with these in your wardrobe.

See our full Gentleman’s Guide to Wearing Chelsea Boots for more styling tips.

The Chukka Boot

Every gentleman needs a pair of Chukka boots on hand. With something of a tough edge to them, their military feel not only looks good, but makes them practical for winter weather, too.

If black feels little too sombre for the dark winter months, our Chukka boots in chocolate leather could be just what you need.

Wear them with…

Chukka boots are the perfect piece of winter footwear for those casual occasions. Comfortable and warm, their loose construction makes them ideal for layering up against the cold. Wear them with jeans, jackets, jumpers - whatever you need to embrace the A/W 2020 season.

Find some more tips on how to wear Chukka boots on our blog.

For more A/W footwear, see our full range of Billy Ruffian shoes

All handcrafted from fine leather by our master shoemakers

Find more styling advice on the Billy Ruffian Blog

Billy Ruffian - Walk Well