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It’s time to pack away the sandals and make peace with the fact that yes, the cooler months are back. Time to get out the stockings and boots. And time, perhaps, for a new jacket. If the last applies to you, coat silhouettes this season blend structure with ease, and a menswear-inspired vibe still reigns supreme. Whether you opt for a so-now vintage bomber or a timeless wool overcoat, Rebecca Tay presents five coats that will elevate your style for the season ahead.

OAK + FORT WOOL PLAID DOUBLE-BREASTED COAT

Is there anything more classic than a checked wool coat? While once reserved for menswear and suiting, plaid is an all-rounder that instantly elevates any outfit, making this midi-length style perfect for both casual and polished looks. Wear it over jeans for a cool weekend look or layer it over sharp tailoring for a chic finish.

Oak + Fort, oakandfort.ca | $128

Calvin Klein Beige Halo shearling coat, $1320 at SSENSE, ssense.com. Handout/ (single use)

CALVIN KLEIN BEIGE HALO SHEARLING COAT

We all love the feeling of getting a deal, and a convertible or reversible fashion piece is a shortcut there. Case in point: this Beige Halo coat by Calvin Klein, which presents as a chic, buttermilk shearling style before you turn it inside out, when it becomes a suede coat in a slightly darker shade. Warm, versatile and luxurious? Sign us up.

SSENSE, ssense.com | $1,320

Military faux leather trench, $149.95 at Dynamite, dynamiteclothing.com. Handout/ (single use)

DYNAMITE MILITARY FAUX LEATHER TRENCH

After a brat girl summer and a few seasons of ‘90s nostalgia, this Military faux leather trench coat almost feels like the inevitable next step. Available in jet black or taupe, it’s a great piece that also nods to one of the freshest trends in outerwear right now: glossy leather—or faux—leather.

Dynamite, dynamiteclothing.com | $149.95

NA Coaches short jacket, $148 ($103.60) at Aritzia, aritzia.com.

TNA COACHES SHORT JACKET

Originally inspired by military outerwear, the cropped, rounded fit, zip closure and simple collar of the bomber jacket are the epitome of relaxed, urban edge. This Coaches version by TNA, which is made from regenerated nylon, will keep you warm up to 0o Celsius, making it ideal for these trans-seasonal months.

Aritzia, aritzia.com | $148 ($103.60)

Loewe belted trench, $3750 at SSENSE, ssense.com. Handout/ (single use)

LOEWE BELTED TRENCH COAT

A trench coat… but make it fashion? Why not—especially if it’s by Loewe. Evoking the Victorian era, thanks to its dramatic leg-of-mutton sleeves and wide belt to cinch in the waist, it’s a great style for jazzing up otherwise-mundane, everyday outfits.

Holt Renfrew, holtrenfrew.com | $3,750