Fashion Clothing 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. By Samantha Sutton Samantha Sutton Instagram Samantha is InStyle's senior fashion editor. She joined the brand in 2019 and oversees the site's fashion coverage, including trend reporting, fashion exclusives, celebrity style interviews, and Fashion Week coverage. InStyle's editorial guidelines Updated on December 1, 2022 @ 01:40PM Pin Share Tweet Email In This Article View All In This Article Swap Out Your Shoes Add a Vest Try a Statement Layer Pull Double Duty 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. 8 Winter Fashion Trends to Wear This Season, According to Professional Stylists Swap Out Your Shoes & 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 & 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. 14 Blazer Outfit Ideas That Will Have You Saying 'Ok, Wait — I'm Wearing That Tomorrow' Try a Statement Layer 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 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. Emily Ratajkowski's Best Winter Outfits All Follow the Same Formula 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.