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10 Winter 2023/2024 Fashion Trends You Can Wear Over 40

Winter is coming. The first month is all about dressing for the holidays, but when those are past, how do you dress stylishly for the every day grind of winter?

Even more daunting is the question of how to incorporate trends into your wardrbobe as you age. Here are 10 Winter 2023/2024 fashion trends you can wear over 40.

Winter fashion trends aren’t generally as exciting as fall or spring trends. Winter trends tend to be an extension of fall trends and summer is an extension of spring to some extent.

10 Winter 2023/2024 Fashion Trends To Wear Over 40

1- Leather/ faux leather

faux leather pants and brown cardigan outfit winter trendsPin

Yes, you can wear leather or faux leather over 40 and over 50 and beyond. Leather is huge this year and there are many pieces and cuts you can incoroparte into your wardrobe. Faux leather leggings are a step up from basic leggings. Faux leather pants aren’t all skin tight. There are many cuts in looser legs in pull on style pants that are easy to wear.

Related: Trend to Try: Faux leather pants

Many retailers that cater to older women (not young girls) like Chico’s and Talbots are featuring faux leather skirts and leggings.

A leather blazer is a classy way to incorporate this trend over 40, as is a faux leather skirt. Or give leather bermuda shorts paired with tall boots a try.

leather bermuda shorts outfitPin

Shop faux leather:


red pants outfitPin

Red is a fall trend that will remain strong for the winter. Go bold and wear red from head to toe in a monochromatic look, or wear just one red piece, red accessories or a bold red lip.

There is a red for everyone. If you have fair or light skin with pink or blue undertones, you may look great in cooler reds, such as berry or cherry red. If you have warm or golden undertones, consider warmer reds like tomato red or coral. Vibrant reds, like fire engine red or true red, often complement blondes. Deeper reds, such as burgundy or wine, can be flattering for brunettes.

Shop red:


silver dress winter trendPin

Give your gold jewelry a rest and pick up some silver accessories, as well as silver jeans and skirts. Silver is going to be huge this winter, and not just for the holiday season. Embrace this one fully, especially if you have cool tone coloring. Silver accessories, such as handbags, belts, and shoes, can elevate an outfit. Metallic silver footwear, in particular, has been a popular choice for adding a touch of glamour to various looks.

Shop silver:


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Typically for evenings out or formal events where larger handbags aren’t practical, clutches are coming to the forefront this season. A unique or statement clutch can serve as the focal point of your outfit. If your clothing is relatively simple, a bold or intricate clutch can make a strong fashion statement.


More of a winter classic than a trend, checks are making a bolder appearance this season in bolder colors and larger checks. Houndstooth is making a large appearance and plaids are sticking around.

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Shop checks:

6-Charcoal grey

I’ve heard that charcoal grey will be big this year. I haven’t seen it making any bigger appearance at retailers than normal yet, but it might after the holidays end. Even so, it’s a perfect choice for winter outfits.

Charcoal grey is a classic choice for professional settings. Consider a charcoal grey suit for formal business occasions. For a more casual vibe, charcoal grey jeans or chinos can be a stylish choice. Pair them with a white or light-colored shirt for contrast. Create a sleek, monochromatic outfit by combining different shades of grey. For example, pair charcoal grey pants with a lighter grey shirt or sweater. This creates a sophisticated and cohesive look.

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7-Tall boots and over the knee boots

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Another classic that will be trendy this season in bold colors, textures and prints.

Pair tall boots with dresses or skirts for a feminine and trendy ensemble. This combination works well in both casual and semi-formal settings. Consider adding tights for extra warmth in cooler weather. Combine tall boots with a cozy sweater dress for a chic and comfortable fall or winter look. This ensemble is perfect for casual gatherings or weekend outings.

Create a stylish layered look by combining tall boots with leggings, a tunic, and a long cardigan or jacket. This ensemble is cozy and perfect for colder weather. Incorporate tall boots into your work wardrobe by pairing them with tailored trousers or a knee-length pencil skirt. Choose a classic and sleek design for a professional appearance.


The winter season generally brings about more texture with our wardrobes, and this season is no exception. Velvet, corduroy, sherpa, tweed and faux fur are all on trend and completely wearable for a woman over 40.

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faux fur bomber over 40 outfitPin

Shop texture

9 Tights

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Also a winter essential in some areas, tights are making a bolder statement this year. Wear them in bold colors, patterns and textures. Match them to your outfit for a monochromatic look. Note: I’m not a fan of the “no pants” trend and tights will not be replacing pants for me.

10- Chunky studs

Chunky earrings are sticking around, particularly in the form of large studs. Large stud earrings can add a touch of glamour to your everyday casual wear. Pair them with jeans and a stylish top for a chic and effortless look. If your workplace allows for statement accessories, you can wear large stud earrings with professional attire. They can add a subtle element of style to your business or office outfit.

A Few More Winter Trends to Wear Over 40

Here are a few more winter trends over 40 to consider:

Polka dots– This print is another classic predicted to get more attention during the winter season. You can wear polka dots over 40- just don’t go too whimsy or cutesy with the overall outfit. Look for a medium size dot that is evenly dense over its background and pair it with a tailored skirt, trousers or blouse if going with a polka dot skirt.

Power dressing– Suits, vests and tailored pieces are still trending.

Belted coats Show off an hourglass figure or give definition to a rectangle body shape with a belted coat.

Elevated basics Your basic white button up and basic classic pieces with a twist are still going strong. Wear your basic pieces and make them center stage in an outfit.

If you are over 40, which winter fashion trends over 40 will you add to your wardrobe this season?

2023-2024 winter fashion trendsPin