3 Ways to Style Midi Dresses for the Winter

One thing I hate about winter is the lack of fashion choices. If you want to be warm, you really have to layer up. Everyone looks like everyone else in the crowd! I’m usually dreaming about spring dresses sometime in January. Fortunately, midi dresses are everywhere right now. These hemlines hit below the knee, but above the ankle, and are actually very easy to “wintrify.” Just add tights (these thermal tights from Amazon are amazingly warm) and wear a turtleneck underneath! After those standard base layers, try these 3 styling ideas to add warmth and more visual interest.

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1. Layer with a long vest

Photo: Wini Lao

An easy way to switch up the look of a dress is by layering a long vest over it. I’ve paired my dress with a long black sleeveless blazer, to add a bit of structure. But you could also try vests in flowier materials, like knits. Or try a long fur vest!

I also like that vests can help lengthen your frame and add a sleeker look, especially to a busier print. I styled it with a mariner cap and slouchy grey suede boots to add texture.

Photo: Wini Lao
Photo: Wini Lao

2. Add a blazer

Photo: Wini Lao

Unless you’re a master at mixing prints (I’m not!), here are two simple rules. If you’re wearing a printed dress, wear a solid color blazer. If you’re wearing a solid color dress, add some punch by pairing with a blazer that has a print. Plaid blazers are still going strong this season, and there are a lot of great ones to choose from.

For this look I also added a wool fedora and some fun white booties. This look is especially perfect for busy, creative professionals.

Photo: Wini Lao
Photo: Wini Lao

3. Throw on an oversized sweatshirt

Photo: Wini Lao

For a more casual look (and instant warmth), wear an oversized sweatshirt over your dress. There are a lot of fun oversized silhouettes on the market right now. But if you have a man in your life, you could also raid his closet!

I paired mine with a bucket hat and some black hiking boots. This look is a great twist on your typical, day-to-day, winter uniform.

Photo: Wini Lao
Photo: Wini Lao

Looks like midi dresses will be in the style forecast for a while, and there’s no shortage of interesting ways to wear them. This is an easy style to experiment with, so try different layers, textures and patterns. Midi dresses will keep you warm and fashionable for the rest of the season, and when temps start to rise, lose the layers or raise the hemlines! My suggestions are to start with a blazer, a vest, or oversized sweaters, which are all probably pieces your already own.

So tell me, have you tried the mid dress trend? What are your favorite ways to style them for winter?

About Carmen Sognonvi

Carmen Sognonvi is a luxury family travel content creator at Top Flight Family, named a top 10 family travel Instagram account by Time Out New York and Brit + Co. Her insights on travel have been featured in The Washington Post, INSIDER, Huffington Post, Wanderlust Travel Magazine, TravelPulse, HOTELS Magazine, and more. Carmen firmly believes that you can (and should) travel with your kids from a young age. She offers families practical solutions for travel, as well as tips on how to travel in luxury for less. She lives in New York City with her multiracial and multicultural family of four. Follow her on Instagram, FacebookTwitter and Pinterest.

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Midi dresses are a must-have closet staple right now. But how do you style them for winter? Here are 3 easy ways to style midi dresses for winter.

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