I love wearing dresses, even when the weather turns cold. But figuring out how to stay warm while still looking stylish can be a challenge. I used to think dresses were only for warmer months, but I've learned some great tricks to rock them all winter long. Let me share my secrets to staying cozy and chic!
For years, I'd pack away my favorite dresses as soon as November hit. I’d automatically reach for jeans and sweaters. The thought of bare legs in the freezing cold was enough to make me shiver. I mostly stuck to my usual winter uniform of fur jackets or a leather jacket/blazer paired with a trench coat, and of course, thermal underwear. Coats were only brought out for the coldest days. I wanted to wear dresses, but staying warm was a priority. I was tired of sacrificing style for comfort!
That's when I started experimenting and finding solutions. I discovered that with the right layers and accessories, wearing dresses in winter is totally doable, and even fun! Here's what I learned:
The key to wearing dresses in winter is layering. I’ve found that layering keeps me warm without adding too much bulk. I started with thermal underwear. I use Uniqlo Heattech. It's lightweight and adds a surprising amount of warmth. Think of it as your secret weapon against the cold!
Tights are essential. I used to dread wearing opaque black tights, but I discovered a trick: layering 20 denier black tights over 20-30 denier skin-colored tights. It gives a subtle look and adds an extra layer of warmth. My legs tend to run warm anyway, so this works perfectly for me. For truly freezing days, fleece-lined tights are a lifesaver. Seriously, they’re a game-changer!
The type of dress you choose also makes a difference. I found that bodycon jersey dresses are amazing for layering under other dresses. These are basically long-sleeved shirts that are dress-length. They add a layer of warmth without being bulky and work well under dresses that might be a bit too thin for winter. I've also found that winter-weight dresses in thick cotton or wool are fantastic. Look for dresses with 3/4 or full sleeves for extra warmth.
Accessories are crucial for staying warm. I always wear a cardigan on top of my dresses. Thick wool socks are a must, especially when paired with boots that have thermal inserts. A long coat, gloves, and a hat are essential for braving the outdoors.
Living in a place with extreme temperature changes, like going from -20°C outside to +22°C indoors, requires careful planning. I always have my boots, pantyhose, skirt, and a comfortable top ready for indoors. And for outerwear, I rely on a long coat, gloves, a hat, and long woolen socks to cover the gap between my boots and tights.

And speaking of blazers, I recently discovered a fantastic piece from Gracequeens that has become a staple in my winter wardrobe. The 2022 Women Blazer Double-Breasted Long Sleeves Checkered Textured Suit is perfect for layering over dresses. It's stylish, comfortable, and adds a touch of sophistication to any outfit. I love the checkered pattern! It's perfect for adding a pop of style without being too overwhelming. It’s also surprisingly warm, adding another layer of protection against the cold. I find that the double-breasted design helps to keep the wind out.
I sometimes pair this blazer with a simple black dress and some ankle boots for a chic, professional look. Other times, I'll wear it with a colorful dress and some fun accessories for a more playful outfit. The versatility of this blazer is amazing! You can find it here: Gracequeens Blazer. It has truly elevated my winter dress game.
Here are some practical tips I've gathered along the way: