5 Staples that Should Be Part of Every Man’s Winter Closet

The changing of the seasons means a whole new wardrobe. The hardest transition to face? Warm weather to cold. Going from breezy shirts to heavy knits is never easy, but we’re here to show you that dressing for winter can be just as exciting as dressing for summer. Between the soft, warm fabrics and the on-trend accessories, we might dare to declare that dressing for the cold months has never been better! Check out our picks for five staples that should be part of every man’s winter closet.

Chelsea Boots

A classic pair of brown leather Chelsea boots is the first must-have in any man’s wardrobe. Not only are they eternally stylish, but they are also comfortable, waterproof, and can be dressed up or down. Depending on your office environment, they may not always be work-appropriate, though they will certainly prove useful for evenings and weekends when you’re not at work. Pair them with jeans and a puffer jacket for a weekend of holiday shopping or opt for a dressier look with khakis, a button-up shirt, and a cable knit sweater (more on these later!). We believe that you have to do the classics right, which is why we are obsessed with Allen Edmonds’ Liverpool Chelsea Boot.

Wool Pea Coat


In winter, keeping warm is the name of the game, and there’s no better way to do so than with wool. We are partial to the pea coat style because, similar to Chelsea boots, it’s a looks that can be dressed up or down. A grey or black longline wool pea coat will get you to and from the office, as well as over to your family’s house for holiday dinner. Opting for a neutral shade (like charcoal grey or black) will allow you to wear it with a multitude of ensembles. However, if you want something that will make more of a statement, consider the ‘it’ colours of the season: burgundy, navy, or camel. Your ideal pea coat length should be somewhere between your mid-thighs and knees. Our recommendation? Burberry’s Detachable Cuff Stretch Cashmere Pea Coat. Heavy-duty, a long silhouette, oversized peak lapels, and the softest fabric — what more could you want?

Cable Knit Sweater

With the cold comes pumpkin spice lattes, mulled wine, and best of all, chunky sweaters. There is no aesthetic we love more on a man than a cable knit sweatshirt with a pair of dark-wash jeans. If you’re looking to keep it simple this winter, then look no further than this classic cold weather staple. The cable knit sweater has popped up in numerous iterations in the last year, from a signature crewneck style and cozy cashmere turtleneck to a trendier layered V-neck. Our personal favourite is Schott NYC’s two-tone shawl-collared knit cardigan. It puts a young and stylish spin on your grandfather’s go-to sweater.

Dress Watch

Fall and winter are filled with holiday occasions. Whether it’s an office Christmas party, an elegant New Year’s Eve soirée, or your in-laws’ dinner party, having the ultimate accessory is a must. We think a dress watch should be a staple of every man’s year-round wardrobe. Unlike your typical Casio watch or wearable smart devices, a dress watch is slightly flashier and will instantly elevate any holiday look you’ve picked out. This is a piece that’s work-appropriate, meaning you can get a lot of use out of it. Strap it on alongside a chunky turtleneck and pleated trousers for your mother’s Christmas Eve bash or pair it with a velvet tuxedo to channel your inner 007 at this year’s NYE countdown event! If you’re in the market for something high quality and on-trend, we’re in love with Cartier’s Balloon Bleu de Cartier Watch (the pink gold accents are to die for!)

Classic Beanie

Pom-poms and faux fur may be all the rage right now, but when it comes to a winter staple, we recommend a classic and simple knit beanie. Italian lifestyle brand Moncler has some of the best products out there. Named after an alpine town near Grenoble, France, you can bet the label’s gear is fit for cold winter conditions. In addition to protecting your ears and scalp from the harsh elements, Moncler beanies use a three-dimensional texture that make it ideal for anything from blustery city days to snowstorms atop Whistler.

Emily Southey
Emily Southey is a freelance writer from Vancouver. Currently based in Toronto, it was during her time studying History and English at McGill and University College London that she became interested in writing. When she's not working, you can typically find her in a museum, baking cupcakes, watching Disney musicals, or Instagramming her new favourite coffee spot.