Winter weather and frosty temps are here, which means bundled up cozy, cute style, when it comes to your winter wardrobe wear, is a must. The good news is I’m helping you stay toasty warm while still offering a peak fashion moment with my What to Wear Where: Winter Weather Out & About look. Get ready for stylish cold-weather everyday wear, that’ll make you want to step outside!

If you missed last week’s W2WW HERE, I covered must-have, essential Barre wear pieces that will keep you comfortable, as you power through a tough class, while looking effortlessly stylish.

What to Wear Where: Winter Weather Out & About

Our quest for the perfect winter wear style starts from the outside in. No cold-weather ensemble is complete without the quintessential puffer! It truly is my go-to for all my warm winter wear needs. Beyond the fact that an elongated puffer offers an elevated look, there’s some sneaky science at play, when it comes to the design of this well-loved staple. Puffers are quilted and insulated with either down feathers or synthetic alternatives, which trap heat, ensuring you don’t reach icicle status.

For this look, I chose the Down Air Cloud Long Puffer from Abercrombie, and it’s ‘THE’ perfectly polished puffer for all your winter wardrobe styling needs! Style and warmth never felt so good, thanks to its matte cloud-like fabric that’s both wind and water-resistant. With an adjustable belt, hood, zip and snap-up front, and side pockets, it combines both function and style. Thanks to its oversized fit the layering possibilities are truly endless. This puffer is available in black and brown, with length sizes ranging from petite to long to suit any height. For size reference, I’m wearing an xs in regular, and it fits tts.

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Chic Beanie Fashion

Keeping you protected from the elements goes beyond just the perfect puffer. Next up on the outerwear essentials lineup is a classic beanie that’s both practical and stylish. Boost your cold-weather wardrobe with a little cozy, casual style with this Rib-Knit Hat from H&M. It’s ultra soft and features a fold-over cuff for the perfect snug fit. You don’t have to sacrifice style for function because this winter weather accessory is sure to keep you warm with a side of chic this season! Coming in at a price point of only $12.99, the light beige and black colors are a must-have addition to your seasonal accessory collection. 

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Seasonal Staple Basics

Before we head straight to my favorite winter footwear to complete this out-and-about look, let’s stop and take a peak at the style-worthy fashion moment happening underneath the puffer!

If you haven’t already, it’s officially time to add a pop of fresh style to your denim collection with a pair of straight-leg jeans! This vintage-inspired silhouette isn’t new to the world of fashion-forward denim but is a trending flattering favorite! 

Offering a dose of everyday comfort and style, these Citizens of Humanity, Emery Crop Relaxed Straight Jeans, have perfected the laid-back casual look. With a lightly faded wash, in the color licorice, they offer a relaxed fit with cropped silhouette. Easy to dress up or down, they effortlessly pair with all your cold-weather closet staples. I sized down from my normal 25 (in Citizens of Humanity) to a 24, as this style runs oversized. 

To continue this look’s casually cozy vibes, I added the always chic turtleneck top! Consider this classic staple to be the winter version of your basic tee. A wardrobe foundation, it perfectly pairs with just about anything, while keeping you stylishly warm. Wear alone or layered under a cardigan, sweater, blazer, or beyond, for a timeless look. For this Fitted Turtleneck from Nordstrom, I sized up one to a small. 

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This What to Wear Where: Winter Out & About look might exude everyday casual style, but I’m adding my signature designer touch with this gorgeous Celine Teen Triomphe Canvas cross-body bag! It instantly elevates this look, offering the perfect high/low combo.

You can never go wrong with a neutral bag that offers everyday styling options and can be worn on repeat. Consider it a worthwhile investment worth making. As you would expect with a designer bag, it offers high-end features including trimmings in calfskin, lambskin lining, and gold finishing. When it comes to function, it gets high marks with both cross-body and shoulder carry options, with an adjustable strap. It also has inner compartments, a zipped and flat pocket, and metallic closure. This piece is available for purchase directly through their website HERE!

Cozy Cold Weather Footwear

I’m keeping you completely covered and cozy with this What to Where Where: Winter Out and About look by adding comfy socks paired with my favorite winter footwear find!

By now, you’ve likely heard me rave about how AMAZING the UGG Ultra Mini Booties are! They are the absolute coziest casual winter footwear! The suede upper offers a polished look, BUT the shearling inner is where the magic happens! It delivers a dose of extra comfort, for that slipper-esque feel your feet can’t get enough of! Comfy, durable, and chic, enjoy them all day while at home, with the ability to also take them out and about wherever your to-do list takes you. Thanks to their casual vibes, they seamlessly pair with all your everyday wear ensembles. Available in whole sizes, size down if you’re in between sizes. These fit tts and are available in five color options to choose from. 

For an extra layer of added warmth, I picked up these comfy crew socks to pair with my oh-so-cozy mini booties. A favorite basic, they conform to the shape of my foot for an excellent fit and feature an added cushioned bottom and reinforced heel & toe for durability. Perfect for everyday wear, your toes stay toasty warm while the cool comfort fabric wicks away any unwanted moisture, keeping your feet dry all day. 

Shop Booties & Socks

This What to Wear Where: Winter Out & About look is equal parts style, comfort, and function, perfectly styled to combat the cool weather with poise.

What’s your favorite piece? Let me know in the comments below!

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