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Cute winter dresses and how to style them for the weather

Fashion expert Cindy Conroy shares must-have dresses that you can still wear in frigid temperatures.

The Social

January 20, 2022 3:59 p.m. EST

We may be in the depths of winter, but frigid temperatures or even a few feet of snow shouldn’t stop anyone from rocking a cute dress. By choosing heavier fabrics and styles with more coverage, plus incorporating some clever layering, you’ll be ready for whatever the season throws at you. They’re a nice wardrobe shakeup when you’ve been wearing the same sweatsuit or sweater-and-jeans combo for weeks on end!

Fashion expert Cindy Conroy shared some of her favourite dresses to wear right now with tips on how to style them for the cold weather. Check them out below, and the video above for even more info!

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Floral dress

Florals definitely aren’t just for the warmer months. To bring the print into winter, opt for a neutral tone as the backdrop.

Get the look:

H&M floral knot dress | Zara water repellent reversible padded vest | Silks, Hudson's Bay sheer pantyhose | Nordstrom rectangle jewelry box | Sorel Joan of Arctic wedge zip bootie

Turtleneck

There’s nothing more classic than a knit turtleneck dress in the winter. It’s a warm and cozy wardrobe staple that you’ll return to for years to come.

Get the look:

Soia & Kyo Belle knitted dress with angled hem | ONLY, Hudson's Bay extra-long teddy coat | Etereo, Hudson's Bay crystal floral necklace | Sorel Brex heel lace bootie

Sweatshirt dress

A sweatshirt dress is essentially an oversized sweatshirt without the matching pants! What’s more comfortable than that? Style with sneakers and colourful socks for a playful, sporty vibe.

Get the look:

Simons oversized hoodie dress | Nine West, Hudson's Bay reversible bucket hat | MZ Wallace, Nordstrom water resistant quilted pouch | Good News, Hudson's Bay corduroy mid-top colourblocked sneaker

Sweater vest dress

Sweater vests have been going strong for a while now, so why not try a sweater vest dress this season? The layering options are endless.

Get the look:

Abercrombie sweater vest mini dress | Zara printed organza dress | Hue, Hudson's Bay French lace sheers | Aldo Pellagia over the knee boot

Ribbed dress

A knit ribbed dress is another classic option for the winter season. For added interest, look for details like an off-the-shoulder neckline or cutouts.