For many parts of your wardrobe, winter is the time to shine. We’re talking layering, reverse layering, chunky knits, and coats that mean business. A whole lot of ticks there, right?

One minor notch in the “eh, not so good” column is footwear. Winter really does scupper you. You become beholden to the elements. You rely on your smartphone’s inefficient weather app like a newborn fawn does its mother. But, in the immortal words of Tony Soprano, don’t let anyone make you feel like you don’t got options.

With that in mind, let’s take a look at autumn/winter 2015’s key footwear styles:

Vibram-Soled Smart Shoes

Italian firm Vibram started off making mountain boots, which is about as tough as tough shoes get. Spurred on by the unfortunate deaths of a group of mountaineering friends who perished with fingers pointed to inadequate footwear as the main assailant, the Italian brand’s namesake, founder Vitale Bramani, was inspired. He began developing a new rubber-based sole, eventually creating the first ‘lug’ sole, which replaced genuinely-quite-dangerous-when-icy leather hobnail shoes and changed the game in terms of grip.

While we’re not advocating you go rock climbing in them, Vibram has nailed heavy-duty formal footwear for those who need to traverse treacherous conditions to go and sit around in the office all day. Which is handy, because we’re unsure if there’s anything worse than falling flat on your arse in public.

Stylishness may vary wildly, but there are plenty of Vibram-soled options that run the full length of the formality spectrum: the dapper Dinkelacker Rio with its water-repellent brogue upper and Vibram Maximum sole; the super-luxe Visvim Black Patrician that looks like a Doc Marten on steroids; and Mark McNairy’s Country Brogue, which combines a traditional brown leather upper with a striking blue welt and contrasting white Vibram sole for the ultimate blend of classic and contemporary.

Of course, while Vibram is the original purveyor of rubber outsoles, every brand from high street to high-end now produces their own take, recognising the modern man’s desire for stylish and practical footwear. So, whether you’re a brogue, Derby or Oxford kind of guy, you’re sure to find something suitable on the current market.

Just think of all the bruised egos and arses saved.

Men's Vibram, Rubber, Commando, Lug Soled Shoes Outfit Inspiration Lookbook

APC aw15armani collezioni aw15debenhams ss15zara tailoring autumn 2015mango man aw15falconnable 2015boglioli aw15river island aw15bensimon aw15aquascutum aw14boss orange aw15m&s aw15

Key Styles

  • Asos Derby Shoes In Black Leather With Cleated SoleAsos Derby Shoes In Black Leather With Cleated Sole
  • Zara Leather Bluchers With Grip SoleZara Leather Bluchers With Grip Sole
  • Zara Leather Oxford Shoes With BroguingZara Leather Oxford Shoes With Broguing
  • Dr. Martens Brouge Black Leather Wingtip ShoeDr. Martens Brouge Black Leather Wingtip Shoe
  • He By Mango Pebbled Leather BlucherHe By Mango Pebbled Leather Blucher
  • He By Mango Contrast Sole Brogueing BlucherHe By Mango Contrast Sole Brogueing Blucher
  • Mark Mcnairy Vibram Sole Country BrogueMark Mcnairy Vibram Sole Country Brogue
  • Visvim Patrician Wt-folkVisvim Patrician Wt-folk
  • End. X Trickers Club Sole Bourton BrogueEnd. X Trickers Club Sole Bourton Brogue
  • Grenson Archie Leather Wingtip BroguesGrenson Archie Leather Wingtip Brogues
  • Common Projects Cadet Leather Derby ShoesCommon Projects Cadet Leather Derby Shoes
  • Paul Smith Shoes & Accessories Grand Leather BroguesPaul Smith Shoes & Accessories Grand Leather Brogues

Leather Brogue Boots

With Red Wing’s ubiquity in many parts of the UK reaching Taylor Swiftian altitude, it’s time we considered branching out when it comes to boot styles. The brogue boot’s duality and durability mark it out as a key piece of cold-weather kit: perfect for grizzly pint-nights, a wet walk to work on chilly Monday mornings, or even dressing down your suit if your office is a little more left-leaning.

Mostly indebted to the old guard of British shoemakers, the fact that the brogue boot doesn’t look or feel like something cooked up by a demented army surplus store with a predilection for tortured foot-arches is only the half of it: they tend to be comparatively cheap, too. Clarks’ brilliantly monikered Montacute Lord boots clock in at just £90, while Bertie offers its chunky Cyrus boot in tan or black for around £115.

Of course, should the mood strike you, there’s always the option to take a deep breath and screen calls from your bank having coughed up a cool £395 for Grenson’s superb Triple Welt ‘Fred’ model – a style that is almost guaranteed to last a lifetime with proper care and maintenance.

The brogue boot’s outdoorsy roots makes them ideal for teaming with heritage cloths such as wool, cord and tweed, as well as dark denim – particularly if you opt for a rich chocolate brown or tan pair. Just remember to keep your legwear slim and tapered – not to labour the point, but just because they’re called ‘bootcut’ jeans, it doesn’t mean you should buy them. Nobody should buy bootcut jeans.

Men's Leather Brogue Boots Outfit Inspiration Lookbook

hackett aw15Debenhams aw14Daniel Hetcher aw15massimo dutti beyond the hills aw15digel aw14massimo dutti november 2014mango man aw12primark x farrell aw15avva aw147 diamonds aw14realm & empire aw14brax aw14

Key Styles

  • Mark Mcnairy Commando Sole Brogue BootMark Mcnairy Commando Sole Brogue Boot
  • Trickers Stow Brogue Derby BootTrickers Stow Brogue Derby Boot
  • Grenson Fred Triple WeltGrenson Fred Triple Welt
  • Clarks Montacute Lord Wing Tip Brogue Leather BootsClarks Montacute Lord Wing Tip Brogue Leather Boots
  • Bertie Cyrus Leather Brogue BootsBertie Cyrus Leather Brogue Boots
  • Office Ambassador Brogue BootsOffice Ambassador Brogue Boots
  • Standard Fortyfive Leather Brogue BootsStandard Fortyfive Leather Brogue Boots
  • Selected Homme Black Leather Brogue Lace BootsTopman Selected Homme Black Leather Brogue Lace Boots
  • H By Hudson Harland Black Brogue BootsH By Hudson Harland Black Brogue Boots
  • Aldo Larewiel Leather Brogue BootsAldo Larewiel Leather Brogue Boots
  • Trickers Mens Stow Leather Brogue BootsTrickers Mens Stow Leather Brogue Boots
  • M&s Collection Luxury New Leather Welted Lace Up BroguesM&s Collection Luxury New Leather Welted Lace Up Brogues

(Single Or Double) Monk-Straps

Rest easy, denizens of #menswear forums of old, the faithful monk-strap remains a formal classic. Well, quite formal, anyway: you’re more likely to see them on the carefully unstructured, leather-skinned Sprezzatura boys of Italy’s smart-casual scene than in your office or at your common wedding, admittedly, but they’re still a purist’s choice.

Forget connotations of chanting men in ancient temples dressed in ochre robes and oxblood double-buckles – the monk-strap’s original purpose may have been to protect the feet of monks at work, but these days you’re more likely to find them on the FROW than a friar.

Traditionally, monk-straps sat somewhere between dressy and casual on the formality scale – not smart enough for suiting, but too dressy for a casual get-up. Now, though, you can easily team a pair with your tailoring. That said, your average off-the-peg, mid-range, slate-grey suit probably won’t cut the mustard with this one (dressier, often heavier suits, especially three-pieces, work better here), but you’re always welcome to try. As with anything: it’s the way you wear ’em, not what you wear.

Anyway, while the Italians (predictably) rule the roost – Giuseppe Zanotti has a mental gold and black shoe that’d make Liberace blush and Valentino does a pair that’ll make you believe in god – the rest of Europe is hanging tough, too. Footwear faithfuls like Grenson and Church’s have quality, understated offerings and Swedish shoemaker Vagabond is also in on the act, rounding off a very full field.

Men's Monk-Strap Shoes Outfit Inspiration Lookbook

allsaints aw12suitsupply aw15asos aw15banana republic aw15cerruti 1881 aw15m&s best of british aw15boss aw15brioni aw14reiss aw14next spring 2015allsaints october 2015burton aw15

Key Styles

  • Grenson Ellery Double Strap Monk ShoeGrenson Ellery Double Strap Monk Shoe
  • Bertie Reggi Leather Brogue Monk ShoesBertie Reggi Leather Brogue Monk Shoes
  • River Island Brown Leather Chunky Sole Monk Strap ShoesRiver Island Brown Leather Chunky Sole Monk Strap Shoes
  • Churchs Tokyo Leather Monk-strap ShoesChurchs Tokyo Leather Monk-strap Shoes
  • Mr. Hare Bird Pebble-grain Leather Monk-strap ShoesMr. Hare Bird Pebble-grain Leather Monk-strap Shoes
  • He By Mango Leather Monk-strap ShoesHe By Mango Leather Monk-strap Shoes
  • H By Hudson Ferland Monk ShoesH By Hudson Ferland Monk Shoes
  • Suitsupply Green Double Monk-strapSuitsupply Green Double Monk-strap
  • Paul Smith Wren Monk ShoesPaul Smith Wren Monk Shoes
  • New Look Monk Strap ShoesNew Look Monk Strap Shoes
  • Allsaints Alias ShoeAllsaints Alias Shoe
  • Reiss Carlton Double Monk Strap Shoes Ox BloodReiss Carlton Double Monk Strap Shoes Ox Blood

Leather Low-Top Sneakers

Never let it be said that sneakers – or trainers, if you’d forgive the apparently outdated nomenclature – are only summer-appropriate. While you’re best off boxing away pairs with delicate mesh insteps, leather variants prove hearty against even a British winter.

We aren’t talking the kind of soft leather you’d usually find on trainers, mind: that particular material will stand up against a quick sprinkling but a sustained splash will see their weight rise exponentially and, most importantly, totally ruin the finish. Thanks to the wonders of technology and clever coating, plenty of brands now offer styles that – while not all claiming to be ‘waterproof’ as such – are impressively water-resistant.

Adidas, as per usual, has the game on lock. Although some of the brand’s trendier options are made of too fine a leather to risk, its Superstars and Stan Smiths are pretty hard-wearing, meaning that they’ll see you right through the dark nights and still-quite-dark days of this season.

Nike, too, has plenty of leather options, including the Air Max 90s – which are trending so hard we’re a bit surprised they don’t yet have their own official hashtag. Oh, and Converse are offering leather Chuck Taylor All-Stars, too: perfect if you’re someone who still goes to college and carries their backpack over only one shoulder.

Men's Leather Low-Top Sneakers/Trainers Outfit Inspiration Lookbook

j.crew october 2015asos aw15whistles aw15m&s autograph aw15next autumn 2015burton aw15beyene 2014hackett aw15reiss aw15h&m modern essentials 2015mango man aw15express autumn 2015

Key Styles

  • Adidas Originals Stan Smith Vulc Trainers S77449Adidas Originals Stan Smith Vulc Trainers S77449
  • Adidas Originals Superstar X Pharrell Trainers S83345Adidas Originals Superstar X Pharrell Trainers S83345
  • Nike Air Max 90 Essential Trainers 537384-090 302519-001Nike Air Max 90 Essential Trainers 537384-090 302519-001
  • Common Projects Original Achilles Leather SneakersCommon Projects Original Achilles Leather Sneakers
  • Converse Jack Purcell Signature Leather SneakersConverse Jack Purcell Signature Leather Sneakers
  • Reiss 1971 Don Patent Leather Trainers SlateReiss 1971 Don Patent Leather Trainers Slate
  • Lyle & Scott Mens Findon Leather Court TrainersLyle & Scott Mens Findon Leather Court Trainers
  • Tods Active Leather TrainersTods Active Leather Trainers
  • New Balance 574 Leather TrainersNew Balance 574 Leather Trainers
  • Zespa Zsp4 SneakerZespa Zsp4 Sneaker
  • Filling Pieces Mountain Cut SneakerFilling Pieces Mountain Cut Sneaker
  • Saturdays Derek Leather Tennis SneakerSaturdays Derek Leather Tennis Sneaker

Hiking Boots

Their benefits (stability, longevity) are clear but the thing with hiking boots is that they’re usually just straight up hideous. And not even cool hideous like the majority of Rick Owens’ gear. They’re ugly in a ‘really plain family from the Home Counties on the tube who all dress in shabby greens and brown with big rucksacks and faces that let you know that they secretly hate each other but are too dour and lonely to do much about it’ way. Quite a specific ugly, that.

But there are a few that really do look great by anyone’s estimations. Styles like Diemme’s handmade Roccia Vet boot are a real winner, being sturdy and made to meet the physical demands of a hike, but not forsaking sartorial touches like metal hardware, waxed laces and cow leather inners.

Other brands making boots built to last (and not to visually offend) include Timberland, O’Keeffe, Heschung, Fracap and Moncler. As a general rule of thumb, steer clear of styles whose majority surface area is made up of blinding bright neon hues and plump for something a little subtler instead.

Unlike your leather low-tops, a hiking boot should never get anywhere near your tailoring. This is a strictly casual silhouette, which will always look its best combined with equally rugged pieces – think thick flannel shirts teamed with heavyweight twill jackets and raw denim.

Men's Hiking Boots Outfit Inspiration Lookbook

penfield 2014suitsupply 2015massimo dutti apres ski aw14peuterey aw14peuterey aw13Scotch & Soda Amsterdam Blauw aw13mango man 2014club monaco autumn 2015j.crew september 2015house of fraser aw15river island aw15j.crew aw15

Key Styles

  • Fracap M127 Roccia Vibram Sole Scarponcino BootFracap M127 Roccia Vibram Sole Scarponcino Boot
  • Diemme Roccia Vet BootDiemme Roccia Vet Boot
  • River Island Brown Leather Modern Hiker BootsRiver Island Brown Leather Modern Hiker Boots
  • Timberland Classic 6 Boots In WheatTimberland Classic 6 Boots In Wheat
  • He By Mango Leather Hiker BootsHe By Mango Leather Hiker Boots
  • Walk London Trail Hiker BootsWalk London Trail Hiker Boots
  • Okeeffe Austin Leather BootsOkeeffe Austin Leather Boots
  • Heschung Vermont Leather BootsHeschung Vermont Leather Boots
  • Moncler Peak Full-grain Leather Hiking BootsMoncler Peak Full-grain Leather Hiking Boots
  • Carshoe Grained Leather Hiking BootsCarshoe Grained Leather Hiking Boots
  • Shoe The Bear Russ Hiker BootsShoe The Bear Russ Hiker Boots
  • Anthony Miles Rushholme Hiking BootsAnthony Miles Rushholme Hiking Boots

Final Word

With all that settled, remember to invest in some leather-protecting products to keep your wares in check, and stock up on thick gauge socks as if your life depended on it. Comfy socks are a must for new shoes and, for whatever reason, they’re gold dust once November arrives.

Happy trails, gentlemen.