Sweatpants were fun for the first few months, but now it’s time to elevate your casual look. Here, the pieces you need this season, and how to wear them.
Dress it up as a layering piece, or just throw it on to walk the dog. Either way, everyone should have at least one.
SHIRT ($1,095), VEST ($2,750), AND PANTS ($1,200) BY GUCCI
CLOCKWISE: MAURIZIO BALDASSARE, AT HARRY ROSEN ($1,095); TOPMAN, AT HUDSON’S BAY ($79); WOOD WOOD, AT HUDSON’S BAY ($165)
There’s a lot more stuff to carry around these days. You want a bag this good.
SWEATER ($458) AND PANTS ($368) BY BOSS; BAG ($1,260) BY GIVENCHY
LEFT TO RIGHT: MICHAEL KORS ($525) GUCCI ($2,095) BOSS ($1,695)
BIG BLACK BOOTS
Kick winter’s ass with a pair of rugged, rubber-heeled boots — the bigger the better.
SWEATER ($235) BY LACOSTE; VEST ($2,650) AND PANTS ($950) BY FENDI; BOOTS ($750) BY BOTH, AT WDLT117
DOC MARTENS, AT BROWNS ($200) FENDI ($2,200) GIVENCHY ($1,920)
A classic. Find the right pair and wear them out.
SWEATER ($215) BY NN07, AT HUDSON’S BAY; JACKET (PRICE UPON REQUEST) BY BOSS; HAT ($85) BY APC, AT HUDSON’S BAY; GLOVES ($85) BY HESTRA, AT NORDSTROM
If ever there was a year to have some fun with your clothes, this is it. Go big, go bold, or go, well, home.
SWEATER ($1,140) AND SHIRT ($1,070) BY PRADA
Try a printed shirt with your graphic sweater for maximum impact.
CLOCKWISE FROM TOP: KENZO, NORDSTROM ($405) BOSS ($458) DIOR ($1,250)
Great for outdoor hangouts, of which there are bound to be many. A great pattern doesn’t hurt either.
TURTLENECK ($695) BY BOSS; PUFFER JACKET ($3,625) AND PANTS ($1,035) BY MONCLER
The pockets are cool, but what we really love are the textures: heavy wool, corduroy, and weatherproof cotton.
JACKET ($350) BY COS; SHIRT ($15) BY TOPMAN, AT HUDSON’S BAY; PANTS ($995) BY JW ANDERSON, AT HUDSON’S BAY
CLOCKWISE FROM TOP: WHITE MOUNTAINEERING, AT WDLT117 ($750); STRELLSON ($218); COS ($150); BOSS ($268)
Mr Rogers nailed it. So did Kurt Cobain. Whoever your style inspiration, the cardigan is this season’s must- have piece.
SHIRT ($2,855), CARDIGAN ($3,210), PANTS ($1,350) BY GIVENCHY
Go oversized for extra comfort, and extra compliments.
TOP TO BOTTOM: THE KOOPLES, AT HUDSON’S BAY ($298) SANDRO, AT HUDSON’S BAY ($315) GUCCI ($855)
A perennial favourite gets updated with all-new textures.
SHIRT AND VEST (PRICE UPON REQUEST), AND BOMBER JACKET $9,695) BY ERMENEGILDO ZEGNA
GROOMING: RONNIE TREMBLAY (P1M)
Look for an unexpected detail, like a textured leather or an unusual colour – or both.
TOP TO BOTTOM: JOOP! JEANS ($1,598) BOSS ($1,495) HISO, AT HARRY ROSEN ($1,895)
A good winter hat is worth its weight in wool. Look for a thick cuff and a ribbed texture – and don’t worry about hat head.
HOODIE ($4,350) BY LOUIS VUITTON; HAT ($25) BY HERSCHEL, AT HARRY ROSEN
CLOCKWISE FROM TOP: CANADA GOOSE, AT HARRY ROSEN ($125) CANADA GOOSE, AT HARRY ROSEN ($275) MONCLER, AT SAKS ($275), BRUNELLO CUCINELLI, AT HARRY ROSEN ($545) HERSCHEL, AT HUDSON’S BAY ($25)
Featured in 1973’s Live and Let Die and favoured by celebrities from Elvis to Keith Richards, the original Hamilton Pulsar was the definition of modern when it launched in 1970. Oth- er than a more easily readable LED screen and updated case, the new PSR retains all of its disco-era charm.
Mido Commander Gradient
The Mido Commander was ahead of its time in 1959, and this new model preserves that legacy with its equally bold looks. The case and bracelet are coated in matte black PVD, while a transparent acrylic dial puts the watch’s Swiss automatic movement on display. $1,350
Breitling Chronomat B01 42
Designed in 1983 for the Frecce Tricolori, Italy’s premiere air force squadron, and relaunched in early 2020, this Cold War-era timepiece is still synonymous with elite aviation in the 21st century.
Rado Captain Cook Bronze
The original Captain Cook arrived in 1962, just as SCUBA diving became fashionable. While Rado has kept much of the original design, including the chunky arrow hands and red date numerals, this Captain Cook features a bronze case, green dial and matching bezel.
Seiko Prospex SLA041
The 1975 predecessor to this diver’s watch featured cutting-edge technology like a one-piece titanium case, an innovative pressure gasket, and 600m of water resistance. This year’s re-release, limited to 1100 pieces, preserves its unique look while upping the water resistance to 1000m.