Casual Outfits for Fifty-Plus-Year-Old Women

Staying stylish as you get older can be a challenge, but the latest trend in the fashion industry is casual wear! With top brands trying to get your attention, it can be hard to find the latest styles that look good on women over 50. Here, I feature the best casual outfits for the over-50 crowd to keep you looking chic while staying comfortable. 

Work Outfits for Confidence

When it comes to fashion, women in their 50s sometimes feel confused about which work outfit is suitable to wear without looking too young or outdated. As for me, I usually stick with classic pieces and solid colors, which always stay in style!

Here are equally timeless outfits for work or business meetings.

Woman on her business attire with her phone and coffee.
A woman in her business attire with her phone and coffee. Photo credit: DepositPhotos.

Tailored Blazers and Trousers

A well-fitted blazer paired with tailored trousers is a timeless combination that screams confidence. I suggest you buy those with neutral tones like black, navy, or gray and accessorize with statement jewelry for a chic touch.

Wrap Dresses

A classic wrap dress is not only comfortable but also incredibly flattering. It cinches at the waist and complements your curves, making it a fantastic choice for the office.

Pencil Skirts and Blouses

Pair a knee-length skirt with a crisp blouse for an elegant look. Don’t shy away from experimenting with patterns or bold colors to show your personal style. Yes, casual wear is not all about black, grey, and white.

Don’t get me wrong, though. Those colors are great, but I also love experimenting with bright colors that look good on me. So, don’t hesitate to wear different colors so long as they complement your hair color and skin tone. 

Weekend Relaxation in Style

Weekends call for outfits that are both comfortable and stylish. For running errands, hanging out with the family, or just puttering around the house, you can still look good! Here are some of my top picks for low-key weekends.

Woman with her confident pose on a white background.
Woman with her confident pose. Photo credit: DepositPhotos.

Denim Jeans and Sweaters

A pair of jeans and a sweater is a great outfit for weekend comfort. Throw on some ankle boots or sneakers, and you’re ready to run errands while still looking good!

Midi Dresses

I love Midi dresses because not only are they casual and chic, but they are also easy to wear. On the days when I’m not in the mood to mix and match my clothes, I go this route. 

Choose a relaxed fit and accessorize with a wide hat and a crossbody bag for a laid-back weekend vibe.

Comfy Jumpsuits

Jumpsuits are all the rage, and for a good reason. Go for a relaxed-fit jumpsuit in a solid color or subtle print. It’s a one-piece wonder that’s easy to style.

Errands Made Fashionable

And now my favorite part – the casual wear for errands. Running errands doesn’t mean sacrificing style. Here’s how to look fashionable while checking off your to-do list:

Athleisure Sets

Athleisure is a trend that’s here to stay. Invest in a stylish athleisure set with matching leggings and a hoodie. Add some sneakers and oversized sunglasses for a sporty-chic look.

Casual Maxi Dresses

Maxi dresses are comfortable and effortlessly stylish. Slip into a comfy maxi dress, wear a denim jacket, and complete the look with comfy flats or sandals.

Relaxed-fit Jeans and T-Shirts

Keep it simple with a pair of relaxed-fit jeans and a graphic tee. Top it off with a lightweight cardigan for those chilly days.

Accessorize and Elevate

A hand full of bracelets and expensive vintage rings.
A handful of bracelets and vintage rings. Photo credit: DepositPhotos.

The nice thing about getting older is that you can stop caring about what people think, so if you’re into bling, accessorize every outfit! My tip? If you love it, wear it! And invest in quality pieces because they will help you save money in the long run.

Regardless of the occasion, accessorizing can take your outfit to the next level. Here are some tips for a finishing touch

Statement Jewelry

Bold necklaces, statement earrings, and chunky bracelets can instantly elevate your outfit. Choose one beautiful piece to be the focal point.

Stylish Footwear

Invest in comfortable yet fashionable footwear. Ankle boots, loafers, and stylish sneakers can add flair to any outfit.

Versatile Handbags

Opt for stylish handbags like crossbody bags or totes to hold your essentials while complementing your outfit.

Fashion is about expressing your unique style; age should never limit creativity. These casual outfit ideas for 50-plus women are here to inspire you to feel confident, comfortable, and fabulous at any moment in your busy life. Embrace your style, and remember that fashion is all about having fun!

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