How To Keep Warm and Stay True To Your Personal Style

If you live in a part of the world that gets snow, ice, and below-freezing temperatures, then you know that once the first flakes start falling, looking stylish often becomes secondary to staying warm. So how do you stay true to your personal style in winter?

Wearing lots of layers or giant puffy coats all winter gets boring, and it’s hard to feel like your best self when you are encased in wool and down (or is that just us?). On the other hand, women over 50 definitely tend to know better than their 20- or 30-something counterparts when it comes to the necessity of practicality over style during inclement weather. 

Accordingly, here are some of our favorite cold weather dressing tricks that keep you toasty in style, divided by the “visible” and the “invisible” tips.


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Keeping Your Personal Style Visible In Winter

Since we are generally more covered up during the colder months, we like to focus on the bits of personal style that tend to stay visible, like our accessories. And there is no denying the power of a fabulous coat if you have the funds and inclination to invest in more than one piece of serious outerwear. 

winter personal style fashion over 50 fountainof30 

Winterized Sunglasses

The winter sun can be just as intense, if not more so, therefore you need a good pair of polarized sunglasses (or several). This is especially true for days that are both snowy and sunny, making a good pair of dark or reflective sunglasses a great choice. We’re into these sporty-chic tortoiseshell options from Eddie Bauer – perfect for the slopes or the city (or suburban) streets.

Vary the Accessories

Your hat, scarves, gloves, and other cold weather gear are the simplest (and often the most affordable) ways to change things up. Plus, picking something like this hat, gloves, and scarf set from Aneco via Amazon in a trendy shade like vivid violet is a great way to cheer up during the gray winter months.

Personal Style Fun Fur Boots

Depending on your climate, you likely wear your winter boots for several months. Which is why we think that getting a special pair like these fur-trimmed lace-ups from Sperry that is as chic, warm and stylish as possible is always a good idea. 

 A Selection of Coats

If you live somewhere where coats and jackets are a necessity much of the year, having options is key. Mid to late winter (or any time after the holidays) is a good time to pick up higher-end coats on sale, like this one from Elie Tahari. And if you already have a neutral coat, think about adding one in a bold color or print to switch things up! 

Shop Visible Winter Personal Style

Eddie Bauer 56mm Cat Eye Polarized Sunglasses, now $39.97

Tahari Long Double Face Vegan Trim Wool Coat, now $129

Aneco Womens Winter Warm Sets Knitted Fur Pompoms Beanie Hat Circle Loop Scarf Touch Screen Gloves, $20.99

Sperry Torrent Winter Lace-Up Boots, $84

Invisible Additions that Make Winter Fashion Warmer

While these suggestions aren’t entirely invisible, they are generally not the star of an ensemble. But they definitely help keep you toasty! 

winter underwear personal style fountainof30

The Right Tights

If you are a hosiery person, winter is your time to shine. But keep in mind that the right pair of tights – whether they are fleece-lined or simply thicker than usual – makes all the difference. You can even get tights like these from Amazon that look sheer but are actually lined with fleece! 

Layer on a Slip or Shapewear

Even if you think slips are dated, they are unlikely to show under many winter looks, and they can add a nice layer of warmth (and glamor, depending on the style you choose). Shapewear can work in the same way, and depending on the item can be surprisingly helpful in cold weather situations; for instance, something like this reversible 4-way tank slip from Spanx is a worthwhile choice for all seasons but is easy to layer underneath most dresses and skirts. 

Tissue-Thin Turtlenecks

Another star of the layering show is a thin turtleneck or crew neck (check out the athleisure or workout gear section for some surprisingly sleek and simple options) that you can wear underneath sweaters, blazers, dresses, and more. We like this basic black turtleneck from L.L. Bean, and since it’s silk it will layer nicely. 

Choose Your Fabrics Wisely

While there are plenty of athleisure pieces with built-in heat technology (like these Capilene leggings from Patagonia) and a wide range of fleece-lined options on the market, you can also go for more natural fibers like wool and silk for your winter layering pieces. 

Shop Invisible Winter Personal Style

Women’s RED HOT by SPANX® Reversible 4-Way Tank Slip 10027R, $58

Fleece Lined Tights for Women, 11.89

L.L.Bean Women’s Silk Underwear, Turtleneck, $54.95

Patagonia Women’s Capilene® Thermal Weight Bottoms, $99

How do you stay warm and chic during the winter? Do you add layers, invest in super-warm outerwear, or just hibernate (or some combination of the above)? What are your favorite pieces, brands, and styling techniques for the winter months? Do you have any favorite visible or invisible styling tricks for freezing climates?

Let us know in the comments or in our Growing Younger Facebook Group, and stay warm! 

– Jacqueline Zenn

You may like to read more of Jacqui’s Styling posts like Full Length Glamour: Chic Maxi Looks for Women Over 50 and 5 Fashion Intentions To Inspire You For The New Year 2023.

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