15 Dress Outfits For Cold Weather | Poor Little It Girl (2024)

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Dress: Gap

Ballet Flats: c/o Jack Rogers

Crossbody Bag: similar here

Necklace: Hart

As we all know, dealing with cold weather can be quite the fashion conundrum. It’s that time of the year when choosing what to wear becomes a daily challenge. You want to stay warm and comfortable without sacrificing your style, right? But let’s face it, we all love jeans, but wearing them every day for months on end can become so boring, right?

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Don’t worry; I’ve got some fantastic solutions for you! In this blog post, I’m here to show you that you don’t have to resign yourself to denim and bulky sweaters all winter long. Instead, I’ve curated a collection of 15 dress outfits that will not only keep you snug but also have you looking effortlessly chic throughout the colder seasons. Let’s banish the winter wardrobe woes and embrace a world of stylish dress options!

1. Oversized Sweater Over Dress

Stay warm in cold weather by pairing a cute winter sweater dress with long sleeves with tan ankle boots for a cozy street-style look.

2. Floral Maxi Dress

Embrace winter fashion at a cold-weather wedding by wearing a green floral maxi dress, camel coat, and knee-high black boots for a stylish ensemble.

3. Sweater Dress and Tall Boots

Combat the chill with a sweater mini dress, a long black coat, and tall black boots for a chic and warm winter outfit.

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4. Sweater Dress and Blazer

Elevate your winter wardrobe with a fitted rib-knit dress, a gray wool blazer, a silk scarf, and brown boots for a sophisticated yet cozy style.

5. Apron Dress Layered with a Cardigan, Tights, and Boots

Layer up with an apron dress over a long-sleeve shirt, black opaque tights, combat boots, and an oversized cardigan to stay warm and fashionable in the cold weather.

6. Sweater Dress, Dad Coat and Scarf

Achieve classic winter style with a turtleneck sweater dress, camel coat, tan ankle boots, and a long fringe scarf for a timeless street-style look.

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7. Long Sleeve Dress with Loafers

Transition your dress for fall by adding socks and loafers instead of summer sandals to create a stylish and warm outfit.

8. Ribbed Long Sleeve Maxi Dress with Riding Boots

Opt for a fitted ribbed long-sleeve maxi dress paired with tall riding boots to keep cozy and trendy during the winter season.

9. Long Sleeve Floral Midi Dress

Dress up for cooler weather with a high-neck, long-sleeve floral midi dress, and switch out sandals for black ballet flats or patent pumps if it gets chilly. The perfect look to wear as a guest to a winter wedding.

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10. Pleated Maxi Dress, Jacket, and Booties

Stay comfortable and stylish in a soft blue floral pleated maxi dress, coordinating jacket, and brown boots during colder months.

11. Sequin Dress, Faux Fur Jacket, and Suede Boots

Get ready for a holiday party in the winter with a sequin dress, faux fur jacket, and suede boots, mixing different textures for a glamorous look.

12. Corduroy Dress and Tall Boots

Embrace fall with a bold corduroy dress and ankle boots, as corduroy offers warmth and style in colder weather.

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13. Floral Dress, Big Scarf, and Ankle Boots

Transition your spring dress into fall by adding a big scarf, wool coat, and lace-up boots for a fashionable and cozy ensemble.

14. Head To Toe Black

Keep warm in head-to-toe black with a black dress, black blazer, and black tall boots for a timeless and chic cold-weather outfit.

15. T-Shirt Dress, Long Cardigan, and OTK Boots

Make a t-shirt dress winter-appropriate by pairing it with over-the-knee boots and a long cardigan, staying cozy and stylish in colder temperatures.

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Dresses For Cold Weather

Now that we’ve explored some outfit ideas, let’s take a closer look at the dresses themselves:

The Sweater Dress:

These dresses are typically made from warm and cozy materials like wool or cashmere. They’re perfect for staying toasty during the winter months and come in a variety of colors and sizes.

The Rib Knit Midi Dress:

Rib-knit dresses are known for their stretchy and comfortable fabric. They hug your curves in all the right places while keeping you warm.

The Classic Shirt Dress:

Shirt dresses can be found in various fabrics, including cotton and flannel, making them adaptable to different temperatures. Look for one with long sleeves for extra warmth.

The Cozy Corduroy Dress:

Corduroy dresses are a winter favorite, known for their warmth and texture. The ribbed fabric not only adds a touch of vintage flair to your outfit but also provides insulation against the cold.

The Winter Maxi Dress:

Maxi dresses can be made from heavier materials like velvet or satin, perfect for a winter wonderland look. Pair them with boots and a faux fur stole for added warmth and style.

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When it comes to dressing for cold weather, remember to prioritize staying warm and comfortable while still looking fabulous. These dress outfit ideas, along with the right outerwear and accessories, will help you slay the winter fashion game. So, go ahead and rock those dresses with confidence, no matter how chilly it gets. Stay warm, stay stylish, and enjoy the winter season in fashion-forward attire!

PHOTOS BYSYD & LEX PHOTOGRAPHY
15 Dress Outfits For Cold Weather | Poor Little It Girl (2024)

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