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The Cold-Weather Edit

Once summer wraps up and we journey ahead into fall and winter, dressing for your day-to-day changes drastically. While the summer months’ fairly calculable forecasts allow for semi-autopiloted outfit prep, the unpredictable weather of the following seasons means it’s essential you prepare for anything and everything the day may throw at you.

The only sensible solution? A robust and well-rounded wardrobe of coats, jackets, and various outerwear must-haves designed to keep you warm, dry, comfortable, or all of the above. Here’s what you should have on-hand for the season ahead.

Male model wearing Paul & Shark jacket illustrating cold-weather look

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Vests

In transitional weather, a vest is your secret weapon to staying comfy all day long. No matter the style – quilted, puffer, or wool – the beauty of all vests lies in their lack of sleeves, which makes layering effortless. Wear yours as your outer-most layer when all you need underneath is a light sweater or knit. Or, layer your vest underneath your larger jacket or coat for added insulation when you need it most.


Discover our latest range of vests including new styles from Paul & Shark.

Male model wearing JOOP! jacket illustrating overcoats

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Overcoats

Every man should have an overcoat in his wardrobe, no matter his sense of style. Whether you wear a suit and tie every day or you’re more of a hoodie and sweats type of guy, a classic wool overcoat will work with almost any ‘fit in almost any context. This won’t be as warm as your winter parka, but you’ll most likely get more use out of your overcoat throughout the fall and winter than any other coat.

From traditional to avant-garde, shop our selection of overcoats with standout styles from JOOP! and more.

Male model wearing Canada Goose jacket illustrating the Chore Jacket

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Chore Jacket

Although many would call this a recent revelation in men’s fashion, chore jackets (in one iteration or another) have been around for hundreds of years, the first being French workwear jackets, made of indigo-dyed moleskine cotton. These boxy, utilitarian jackets have been recreated in many different forms, with refined versions now acting as modern alternatives to tailoring while traditionally inspired variations are more blue-collar casual in aesthetic.

Looking for inspiration? See which chore jackets we’ve got in store, like the latest from Canada Goose.

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Hybrid Jackets

The hybrid jacket gets its name from mixing a couple of different concepts together. First, the ‘jacket’ aspect – hybrid jackets often include features typical of lightweight bombers or rain jackets (like a quilted or puffer body, full-length zipper or button placket, and a strong stand or bomber collar). The ‘hybrid’ half generally insinuates knitwear – this is usually embodied by knitted sleeves, a knitted back, or elasticated cuffs or hem.

Few have mastered the art of crafting hybrid jackets as well as Parajumpers – shop the Italian label’s latest now!

Male model wearing Moose Knuckles illustrating parkas

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Parkas

A parka is every Canadian’s go-to when winter’s coldest days arrive. Nothing will protect you from the deep freeze as well as a heavily insulated parka, which are usually thickly lined with goose down or a synthetic padded material. We recommend opting for a length that extends at least down to your knees, ensuring the best defense against strong gusts of wind and heavy precipitation.

Shop our wide selection of parkas ahead of this winter, with new arrivals from brands including Moose Knuckles.

Male model wearing Brunello Cucinelli jacket illustrating aviator jackets

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Aviator Jackets

Aviator jackets, bomber jackets – whatever you call them, these staple pieces can always be relied upon for their undeniable cool-factor and timeless appeal. Many different interpretations of the bomber have been created over the years, the most popular made from premium leather, suede, or nylon fabrics, though all of them cut short at the hem and left slightly boxy in the body, creating that instantly recognizable silhouette.

There’s no shortage of aviator jackets available at Harry Rosen, though this season, we have a particular affinity for those by Brunello Cucinelli.

BOSS Hyde Wool-Cashmere Coat

BOSS

Hyde Wool-Cashmere Coat

$745.99$995Save 25%
Parajumpers Ugo Down Jacket

Parajumpers

Ugo Down Jacket

$555
Moose Knuckles Alder Wool Bomber Jacket

Moose Knuckles

Alder Wool Bomber Jacket

$845
Brunello Cucinelli Wool Padded Vest

Brunello Cucinelli

Wool Padded Vest

$4795
Canada Goose Crofton Hooded Down Jacket

Canada Goose

Crofton Hooded Down Jacket

$995
BOSS Camron Micro Patterned Wool-Blend Coat

BOSS

Camron Micro Patterned Wool-Blend Coat

$715.99$895Save 20%
Brunello Cucinelli Wool Padded Down Jacket

Brunello Cucinelli

Wool Padded Down Jacket

$8395
Marni Overdye Contrast Collar Jacket

Marni

Overdye Contrast Collar Jacket

$1679.99$2800Save 40%
BOSS Packable Water-Repellent Gilet

BOSS

Packable Water-Repellent Gilet

$298
BOSS Jared Waterproof Jacket

BOSS

Jared Waterproof Jacket

$745.99$995Save 25%
Balmain Logo Embroidered Bomber

Balmain

Logo Embroidered Bomber

$1714.99$2450Save 30%
Herno Reversible Down Vest

Herno

Reversible Down Vest

$895
MM6 Maison Margiela Padded Chore Jacket

MM6 Maison Margiela

Padded Chore Jacket

$1410
Scarf, gloves and toques displayed on snow illustrating cold-weather accessories

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Cold-Weather Accessories

 Hats, gloves, mittens, scarves, and the like are all easily forgettable yet equally essential elements of your Fall/Winter wardrobe. They say your body loses most of its heat through your head, which means a warm hat is a non-negotiable on winter’s coldest days. Your hands and feet are the first places to get cold when the temperature drops, so don’t forget to dress them appropriately too.

Refresh your rotation of those staple cold-weather accessories with new-in styles from Harold, Emporio Armani, and more.

Three styles of boots illustrating cold-weather footwear

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Boots

Of course, you can’t think about leaving the house in the fall and winter without first considering your footwear. Dry days are easier – boots or shoes, leather or suede – whatever your preference, you’ll be fine as long as you’re warm. Come the rain and snow, however, you’ll want a pair of water-resistant (if not waterproof) boots warm enough to prevent you from losing feeling in your feet.

This season, entrust brands who know how to craft quality footwear when selecting your new shoes for the season ahead, like Bontoni, Thom Browne, and BOSS, to name a few.

Moncler Virgin Wool Ribbed Knit Toque

Moncler

Virgin Wool Ribbed Knit Toque

$340
Brunello Cucinelli Printed Nubuck Leather Shearling Boots

Brunello Cucinelli

Printed Nubuck Leather Shearling Boots

$2100
Johnstons of Elgin Reversible Check Cashmere Scarf

Johnstons of Elgin

Reversible Check Cashmere Scarf

$535
Prada Brixxen Polished Leather Chelsea Boots

Prada

Brixxen Polished Leather Chelsea Boots

$1920
Hestra Geoffrey Suede Gloves

Hestra

Geoffrey Suede Gloves

$170
Harold Ribbed Cashmere Toque

Harold

Ribbed Cashmere Toque

$160
Canali Textured Wool Blend Scarf

Canali

Textured Wool Blend Scarf

$275
Prada St. Moritz Leather Hiking Boots

Prada

St. Moritz Leather Hiking Boots

$1990
Mackage Alfie Quilted Gloves

Mackage

Alfie Quilted Gloves

$150
Pajar Maddox Boots

Pajar

Maddox Boots

$309.99$345Save 10%