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Twenty dresses to wear when it’s freezing outside

By Jean Grant
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When temperatures plummet, it’s tempting to sacrifice style for bulky sweaters and thermal underwear. But there’s really no need. This city’s stores are full of cozy dresses begging to be layered over tights, leggings or even jeans. Here, 20 long-sleeved, woollen and turtlenecked options to shake up your winter wardrobe.

Twenty dresses to wear when it's freezing outside

Rudsak’s synthetic suede shift dress strikes the perfect balance between feminine and edgy. $145. Rudsak.com.

Twenty dresses to wear when it's freezing outside

This extremely warm Wilfred number is made with a dense boiled wool from Italy. $165. Aritzia.com.

Twenty dresses to wear when it's freezing outside

Defy winter’s unofficial black-on-black rule with this cheerful mustard-yellow knit dress, which can pass for a coordinated skirt-and-sweater combo. $150. Cosstores.com.

Twenty dresses to wear when it's freezing outside

Pink Tartan’s turtleneck dress is made from luxuriously soft (and very warm) merino wool. $445. Pinktartan.com.

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Twenty dresses to wear when it's freezing outside

For those days when you just need to ensconce yourself in head-to-toe cableknit. $89. Thebay.com.

Twenty dresses to wear when it's freezing outside

Nothing keeps the torso toasty like faux leather. $39. Joefresh.com.

Twenty dresses to wear when it's freezing outside

Loft’s festive turtleneck dress will take you comfortably through New Years. $125. Loft.com.

Twenty dresses to wear when it's freezing outside

This sophisticated Theory frock is a wintery, office-appropriate staple. $474. Thebay.com.

Twenty dresses to wear when it's freezing outside

Local brand Line Knitwear specializes in ultra-cozy knits, like this body-hugging merino wool dress. $299. Linethelabel.com.

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Twenty dresses to wear when it's freezing outside

This earthy, camo printed sweaterdress can be worn on its own, or over baggy boyfriend jeans. $158. Aritzia.com.

Twenty dresses to wear when it's freezing outside

Layer this sporty Tiger of Sweden minidress over leggings and a long-sleeved shirt to liven up a casual weekend outfit. (Bonus: it won’t have to be shoved to the back of the closet come summer). $299. tigerofsweden.com.

Twenty dresses to wear when it's freezing outside

Tanya Taylor’s take on the turtleneck dress comes with an unexpected canary yellow accent. $663. Tanyataylor.com.

Twenty dresses to wear when it's freezing outside

This dramatic smoking dress from Toronto brand Horses Atelier would look great thrown over a simple white turtleneck. $595. Horsesatelier.com.

Twenty dresses to wear when it's freezing outside

This floaty V-neck shirtdress would provide a great contrast to heavy tights and thick scarves. $135. Cosstores.com.

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Twenty dresses to wear when it's freezing outside

Because holiday parties shouldn’t mean freezing arms. $148. Jcrew.com.

Twenty dresses to wear when it's freezing outside

It doesn’t get much cozier than a wool-and-cashmere turtleneck dress. This navy number is from Topshop’s runway collection. $370. Thebay.com.

Twenty dresses to wear when it's freezing outside

Club Monaco’s woollen version comes in a soft heather grey with a chunky neckline. $289. Clubmonaco.com.

Twenty dresses to wear when it's freezing outside

This slinky piece will take you effortlessly from the office to cocktails. $80. Thebay.com.

Twenty dresses to wear when it's freezing outside

This grown-up pinafore can be worn over practically anything, including a collared button-down, a basic T-shirt or a knit sweater. $250. Cosstores.com.

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Twenty dresses to wear when it's freezing outside

Leather pocket details elevate a cozy cableknit dress from Rudsak. $165. Rudsak.com.

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