Keep Warm and Look Sharp with Our Favourite Mid-Winter Looks from Harry Rosen

Now that the holiday season has wrapped and Valentine’s Day is underway, it’s time to turn the focus back to you. More specifically, your wardrobe. Looking cool and keeping warm is always high priority, but it can be hard to feel inspired when it’s 20 below. From key layering pieces to non-hideous winter boots (they’re out there!), we’re here to guide you – with some help from Harry Rosen.

Harry Rosen has been the authority on men’s luxury fashion for nearly 70 years. The eponymous founder opened his first store in Toronto’s east end with just $500 and has since grown the business into a national multi-brand destination credited with introducing European brands including JOOP!, Moncler and Brunello Cucinelli to the Canadian market. And while Canada’s largest men’s luxury fashion institution might seem daunting to some, we can help you find the right winter style statements.


Brunello Cucinelli Water-Repellent Wool-Silk-Cashmere Jacket

Brunello Cucinelli is famous for his expertly crafted clothing, luxurious fabrics and relaxed attitude. This down jacket is constructed with water-repellent wool with a silk and cashmere exterior. An elevated mid-winter top-layer. $3,995.

JOOP! Wool-Cashmere Coat

This slim-cut coat from German luxury house JOOP! blends heavyweight wool with cashmere to keep you warm against the elements. The stand collar and forest green colour add a contemporary touch to a winter classic. $469.99

Canada Goose PBI Expedition Parka

To celebrate its partnership with Polar Bear International, a charity devoted to arctic wildlife preservation, Canada’s favourite parka producer remixed their signature Expedition in an eye-catching electric blue. The jacket’s down fill, fleece-lined chin guard and fur-trimmed hood will keep you warm should you find yourself ice fishing in the Arctic or just chilly in the city.  $1,200.


BOSS Half-Zip Cotton-Wool Sweater

The turtleneck is the perfect layering piece, and this colour-blocked half-zip from BOSS looks great under a coat, overshirt or on its own.  $288.

Thom Browne Colour-Blocked Knit Cardigan

New York designer Thom Browne has already made the case for the shrunken suit, and he’s doing the same for this colourblocked cotton cardigan in his signature grey. Wear it with a button-down or under a suit and you’re good to go. $1,610.

Moncler Stretch-Cotton Overshirt

The overshirt has risen from its humble workwear roots to become a luxury item. And this dark navy Moncler piece, with its slim fit and stretch cotton material, is supple yet sturdy. $950.


Ermenegildo Zegna Stretch-Cotton Blend Chinos

These cotton-stretch chinos from Ermenegildo Zegna can be dressed up or down, and the contemporary makes them the perfect for any occasion. But the best part? The colour. Chocolate brown is popping up everywhere this winter. $398.

Loro Piana Silk Cashmere Sweatpants


Sometimes, you just need to stay in your soft pants. And Loro Piana makes the softest of ’em all. The Italian cashmere specialists made the most luxurious silk and cashmere joggers you never knew you needed. $2,090.

Brunello Cucinelli Contemporary Fit Wool Pants

Wool pants are a winter staple. Wear them to dinner with a sweater and sneakers or to the office with a blazer and boots. These straight-leg charcoal grey trousers strike the right balance between casual and refined. Plus, they’re lightweight, so you can  wear them when the sun’s out. $632.99


Prada Alpine Boots

For the past few seasons, Prada has been doing the impossible: making winter boots you actually want to wear. First, it was the leather Chelsea boot, and now it’s the Alpine. These hiking-inspired boots are made from supple calfskin with nylon trim treaded, and the treaded, waterproof rubber sole has become a Prada classic. Elegant with edge. $799.99.

Moncler Peak Soft Tumbled Leather Boots

 Moncler’s earned a reputation for marrying Italian craftsmanship with real-world function, and these leather boots are no exception. Wear them with your matching puffer when you pull up in Gstaad. $875.

Santoni Shearling-Lined Deerskin Boots


These boots are big time luxury. The chunky sole creates a contemporary silhouette and the deerskin leather is incredibly refined. The shearling lining will keep your toes toasty, too.  $750.