Wearing Dresses in the Winter Is Easy (and Warm) With These 5 Outfit Ideas

Try these tricks on days when you want to look cute but don't want to freeze.

Winter Dresses
Farm Rio Sweater, Aritzia Slip Dress. Photo:

Louisa Wells

From Hanukkah to Christmas, New Year's Eve, and even Valentine's Day, it can be argued that the fanciest of holidays fall during the coldest months of the year. Freezing temperatures make getting dressed up even more of a struggle, and even if you aren't attending some special celebration, it can be tough to figure out how to wear dresses in the winter.

Colorful tights are one trending solution that might add a bit of warmth (especially if you find a pair that's fleece-lined!), but that's not the only way to make those minis, midis, and maxis work on days when you can see your breath. Ahead. we're rounding up our best winter dress outfit ideas, ensuring that no matter where you're headed, you'll feel comfortable while looking cute.

Swap Out Your Shoes

Winter Dresses
& Other Stories Sweater Dress, Tanya Taylor Coat, M. Gemi Boots.

Louisa Wells

Rather than reaching for ballet flats or your favorite pair of sneakers, go with boots that hit just below or over your knee. It's a sneaky yet sleek way to shield your legs from harsh winds. Plus, if you opt for a longer-length dress or add a pair of tights, you'll have even more coverage.

Add a Vest

Winter Dresses
& Other Stories Vest, Tanya Taylor Dress, Dr. Martens Boots.

Louisa Wells

Another way to wear dresses in the winter is by layering up. While blazers are always a smart move, a vest will also add some interest to your outfit. Sweater, puffer, structured — choose a style that speaks to you, then slip it on for a look that would likely get Kendall Jenner's stamp of approval.

Try a Statement Layer

Winter Dresses
Farm Rio Coat, Madewell Sweater Dress, Dr. Martens Boots.

Louisa Wells

Neutral sweater dresses happen to be a classic winter staple, but if your look is feeling a little meh, spice things up with a bright printed jacket. A pair of chunky boots will also add some interest and make trekking through slush and snow a little bit easier.

Pull Double Duty

Winter Dresses
Farm Rio Sweater, Aritzia Slip Dress, Dr. Martens Boots.

Louisa Wells

Sometimes, the best winter outfits come from thinking outside the box. For instance, a blazer or oversized shirt can double as a dress, while a dress can become a skirt with the help of a sweater. Simply layer a knitted or embellished option over your look for a warm ensemble that also makes the most of what's already in your closet.

Photographer: Louisa Wells, assisted by Ariana Rodriguez. Styling: Amanda Lauro. Hair: Madison Sullivan. Makeup: Hiro Yonemoto. Fashion Direction: Samantha Sutton. Retouching: Kevin Lee. Production: Kelly Chiello.

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