25 Trendy Clothes for 50 Year Old Woman

I assume you came to this page looking for outfit ideas, or clothes for 50 year old woman. If I am correct, then you’re in the right place.

Even if nobody likes to admit it, your dress gradually becomes more conservative as you age. Quinquagenarians don’t usually go around wearing crop tops for a number of reasons.

However, that doesn’t mean you shouldn’t wear cute and trendy clothes because you’re 50. There are several outfit ideas for older ladies that will show your exquisiteness without making you come across as weird.

Here are some of the best trendy outfit ideas for women around the age of 50 for the best drip.

Trendy Clothes for 50 Year Old Woman

Table of Contents

1. Inner Vest + Blazer + High Waist Pants with Heels + Sunglasses

Having your kids outdo you in a family gathering is a no-no. Wearing a blazer over an inner vest, paired with the most comfortable heels available is an excellent outfit idea. The sunglasses only makes things better!


2. Plain Shirt + Pants with Leather Jacket + Heels + Sunglasses

A plain shirt is probably all you need to show up at gatherings once you turn 50. Well, it seems this outfit idea is more complicated than just a plain shirt, and the picture speaks for itself.

Plain Shirt + Pant + Leather  Blazer + Heels + Sunglasses

3. Pink Blazer + Inner Vest + Mums Jeans + Sneakers + Sunglasses

This outfit inspiration perfectly embodies the idea of a fashionable mum, looking comfortably chic. It works for formal environments as well as casual events and gatherings.

Blazer + Inner Vest + Mums Jeans + Sneakers + Sunglasses

4. White Shirt with Blazer + Blue Jeans + Heels + Clutch Purse + Sunglasses

At 50, you’re still about a decade away from retirement, making it normal to recommend some work outfits. Of the outfit ideas here, I doubt if any looks as stylish as this without being unprofessional.

Shirt + Blazer + Blue Jeans + Heels + Clutch + Sunglasses

5. Satin Inner Shirt + Vintage Suit and Pants with Heels

Who said monochromatic outfits don’t look good on older women? Here is proof that you should probably try out something similar, with the shoe color as the only outlier.

Satin Shirt + Vintage Suit and Pant + Heels

6. Corduroy Blazer with Button-down Shirt + Loosely-fitted Pans + Shoe

Older ladies just seem to have this affinity for blazers, or maybe it’s the other way around. In any case, here is another dashing outfit inspiration to attempt copying as you grow out of your crop tops.

Swead Blazer + Button-down Shirt + Loosely-fitted Pant + Shoe

7. Matching Colour Satin Dress with Trench Coat + Belt + Boots

Trench coats are a more protective alternative to blazers, but they’re also fashionable. The matching blue color is soothing and helps relieve tension, making this an outfit to reckon with.

Matching Colour Satin Dress + Trench Coat + Belt + Boots

8. Track Suit Set + Leather Jacket with Black Boots

Wearing a leather jacket over a tracksuit should do enough to protect you from the winter cold. While this won’t win any fashion events, it isn’t a bad outfit choice, especially for older ladies.

Track Suit Set + Leather Jacket + Boots

9. Balloon-Neck Shirt + Loosely Fitted Pants with Heel + Handbag

For some reason, this outfit looks a lot more elegant than everything we’ve seen at this point. If you’re fashion-centric, you should naturally gravitate towards copying this.

Balloon-Neck Shirt + Loosely Fitted Pants + Handbag

10. Vintage Blazer + Loosely-fitted Ugg Pants with Heels + Handbag + Sunglasses

You can never have enough blazers once you turn 50. This outfit may have lots of components, but you’ll generally thank yourself for recreating it, if you gave the time to do so.

Vintage Blazer + Loosely-fitted Ugg Pants + Heels + Handbag + Sunglasses

11. Long Down Shirt Jacket + Belt + Leggings with Animal Print Shoes + Face Cap + Handbag + Sunglasses

This outfit finds a balance between exquisiteness and the natural dress code of the average 50-year-old lady. Personally, my favorite part of this outfit is the cap, and maybe the sunglasses.

12. Fur Long Sleeve Shirt + Black Jeans + Boots + Hat

If you’re feeling young, you may want to take a blast into the past by wearing a simple shirt with skinny jeans which is not a bad idea, as you can see in this outfit idea.


13. Plain V-Neck Shirt with Blazer + Ugg Pants + Sneakers + Handbag + Sunglasses

This outfit looks simple and professional without being unnecessarily hard to replicate. Assuming all 50-year-olds have blazers, you only need to shop for a few cheap items to look this elegant.

Plain Shirt + Blazer + Ugg Pant + Sneakers + Handbag + Sunglasses

14. Winter Sweat Set with Sneakers + Muffle + Sunglasses

Dressing in the winter shouldn’t be difficult, especially when you’re a busy quinquagenarian. As long as you match the colors correctly, you should be able to attain a similar level of drip.

Winter Sweat Set + Sneakers + Muffle + Sunglasses

15. Leopard Print Dress with Leaher Jacket + Boots

One of the things that come naturally as you age is wearing dresses that go all the way down to your ankle. You can copy this outfit inspiration and make it animal skin for extra flair before covering it with a blazer.

Animal Skin Dress + Blazer + Boots

16. Long Sleeve Top + Lace Skirt + Blazer + Heels + Clutch Purse + Sunglasses

Apart from a blazer, a lace skirt is another trendy apparel among 50-year-olds. Surprisingly, the skirt looks so chic that I’m afraid young ladies will start copying this style

Long Sleeve Top + Lace Skirt + Blazer + Heels + Clutch + Sunglasses

17. Mini Floral Dress + Oversized Blazer + Heels

This outfit breaks the unwritten rules and makes you look exceptionally elegant. If you’re looking to try the dating thing again, this outfit should be one of your go-to’s.

Mini Floral Dress + Oversized Blazer + Heel

18. Long Sleeve Shirt + Belt + White Crop Pants with Converse Shoes + Sunglasses

If shopping is one of your hobbies, here is an outfit idea that might appeal to you. Everything about the attire screams elegant, but the reason isn’t clear. Just consider recreating it as precisely as you can.

Sweat Shirt + Belt + Joggers + Sneakers + Grocery Bank + Sunglasses

19. Plain Shirt + Leopard Print Oversized Blazer with Leggings + Heel + Handbag + Sunglasses

Notice the match between the colors of the bag and the plain shirt? That’s the charm of this outfit. Now, go recreate it and you’re ready to go out anywhere you want, formal or casual.

Plain Shirt + Leopard Print Oversized Blazer + Heel + Handbag + Sunglasses

20. Turtle Neck Shirt + Balloon Skirt + Wedge + Handbag + Singlasses

This outfit is the most appropriate in the winter, but it also displays your fashion-centricity. When recreating this outfit, try to use the fashionable purple sunglasses too, it looks sick.

Turtle Neck Shirt + Balloon Skirt + Wedge + Handbag + Singlasses

21. Floral Midi Dress with Blazer + Heels + Handbag + Sunglasses

A multi-colored floral midi dress is one of the best outfits for cocktail parties when you’re an older lady. Throw a blazer and a handbag into the mix to look as elegant as she does.

Floral Animal Knit Midi Dress + Blazer + Heels + Handbag + Sunglasses

22. Top Tweed with Blazer + Ripped Jeans + Heels +  Handbag + Sunglasses

Ripped jeans don’t sound like a quinquagenarian thing, but who makes the rules? If you think this outfit will serve you well, you should go for it, reproducing the colors precisely.

Untop Tweed + Blazer + Ripped Jeans + Heels +  Handbag + Sunglasses

23. Hoodie + Winter Jacket with Blue Jeans + Sneakers + Shoulder Bag

Dressing in the winter without looking unfashionable can be pretty difficult, especially as a 50-year-old. With this outfit inspiration, you’ll debate that idea, thanks to how elegant it looks.

Hoodie + Winter Jacket + Blue Jeans + Sneakers + Shoulder Bag

24. Long Shirt + Knee-Length Blazer + Black Pants + Handbag + Hat + Sunglasses

When dressing for the winter cold, you should be a bit conservative just as in the idea below. Matching the colors of your long shirt and handbag might be why this outfit looks great, or maybe not.

Long Shirt + Oversized Blazer + Free Pants + Handbag + Hat + Sunglasses

25. Plain Tee + Knee-High Leather Jacket with Flannel Pants + Boots + Handbag + Sunglasses

If the last thing you want is to be outdone in fashion by the younger generation, here is an outfit inspiration for you. Unless you know what you’re doing, consider recreating the colors precisely to avoid looking weird at the family gathering.

Plain Tee + Leather Oversized Jacket + Pants + Boots + Handbag + Sunglasses

And that’s all for my post on trendy clothes for 50 year old woman. Want some more outfit ideas? Then you might want to check out these blog posts.

I hope you enjoyed this piece of content. Do well to rate this post, and don’t forget to share this outfit compilation with your friends.

See you with more exciting inspirations. Trust me; you wouldn’t want to miss any of our upcoming outfits compilation, so make sure to follow us on Pinterest.

Pin for Later.

25 Trendy Clothes for 50 Year Old Woman