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Stylish Fall Clothing For Women Over 50 for 2026

by Rebecca Forstadt-Olkowski 2 Comments

Fall fashion depends on where you live. Here in Los Angeles, we barely know the difference between seasons. Still, you always want to be prepared for autumn weather and find flattering fashion pieces. As women over 50, it’s easy to look like Pillsbury Dough Girls in overly bulky and shapeless clothing.

When the weather cools down, I love natural fabrics such as wool, especially cashmere and silk, because they breathe. Some of us still get hot flashes no matter how chilly it is, and that’s an important consideration.

We may be older, but that doesn’t mean that style doesn’t matter. Goofy sweaters with pumpkins on them only make us look like pumpkins.

I’ve picked out a few trendy fashion ideas I love that you may want to consider for fall.

Cashmere sweaters uplevel your style

Nothing is as soft and comfortable as cashmere when it comes to sweaters. Lands’ End is known for its quality, and this funnel neck sweater is divine.

Quince also offers affordable, high-quality cashmere sweaters and has become one of my favorite online shopping destinations. I recently bought a beautiful navy cashmere V-neck sweater from Quince that I love!

Quince cashmere V neck sweater and Navy outfit
Quince Cashmere V Neck Sweater | NYDJ Marilyn Straight Leg Jeans | Befen Leather Sling Bag | Naturalizer Adiline Loafers | Diosun Navy/White Stripe Blouse

A silk blouse always looks sophisticated and is wonderful to layer under a heavier coat or sweater. Silk is thermal and will keep you warm in cold weather and cool when it’s hot. This tailored silk blouse by Lilysilk is crafted from high-quality silk that is sure to last.

Tailored silk blouse by Lilysilk
Tailored silk shirt by Lilysilk

Bring back Corduroy

Remember when corduroy was popular? It was always so warm and cozy. These high-rise corduroy pants by Blooming Jelly are available on Amazon. The front seam running down is figure-flattering.

Corduroy slacks by Blooming Jelly on Amazon.
Blooming Jelly corduroy pants

Stay cozy in a Blazer/Cardigan

I love almost everything at Quince, and this cotton sweater/blazer is so sharp and functional. I always wear mine on flights because it keeps me comfortable and warm without being too heavy. Perfect for fall fashion.

Quince cotton sweater blazer is a functional and comfortable layer to wear in fall.
Quince cotton sweater blazer

A denim midi skirt is a fall must have

Denim is so durable, especially for colder weather, and this A-Line denim midi skirt by Lands’ End works for any body type. Its vertical front seams are slimming.

Lands' End A-Line midi skirt
Lands’ End A-Line Midi Skirt

Flannel plaid jackets never go out of style

Flannel plaid jackets have been around for decades. Trendy Queen on Amazon has an assortment of flannel “shacket” jackets that are perfect for casual occasions or to wear around the house. They’re soft and warm because they are made with a wool blend.

Trendy Queen Womens Flannel Shacket Jacket
Trendy Queen Women’s Flannel Shacket Jacket

Nothing says fall like an amazing pair of boots

I love these knee-length Jessie boots by Naturalizer. They come in black leather (pictured), chocolate, and cinnamon, and have a low comfortable heel for safety.

Zappos Naturalizer Jessie Boots
Zappos Naturalizer Jessie Boots

A more affordable option is these Dream Pair Knee High Platform Chunky Boots available on Amazon. They are made of vegan leather and have lug outsoles that are slip-resistant. I like that they have a side zipper, making them easier to put on and take off. As we age, this can get harder to do.

Dark Brown Lug sole Chunky knee high boots by Dream Pairs.
Dream Pair Knee High Platform Chunky Boots

Excuse my silly outfit above, but it was 110 degrees in the shade that day. LOL

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Filed Under: Fashion Over 50 Tagged With: clothing, older women, shopping, style over 50, women over 50

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About Rebecca Forstadt-Olkowski

Rebecca Olkowski is a travel/lifestyle blogger and founder of BabyBoomster.com, for active older women over 50. She is a purveyor of all things fun, loves to venture out in the world, is a foodie, and lives in Los Angeles.

Comments

  1. Renee Bachmeier says

    October 26, 2023 at 10:30 am

    $800 for a pair of slacks. $550 for a coat. I know things are more expensive, but that’s so far out of my over-50 budget that it makes me laugh. I’d like ideas of where to find the expensive clothes at social security price tags. I’m not poor, but paying $800 for a pair of slacks is just plain nonsense for most people. I like all the ideas and am going to look for a small-patterned blazer. I think it will dress up my plain old Goodwill blue jeans. Thanks for all your hard work to bring fashion to mature ladies.

    Reply
    • Rebecca Forstadt-Olkowski says

      October 26, 2023 at 2:18 pm

      Hi Renee,
      Thanks. I really appreciate that type of feedback. I try to mix up the price ranges because I’m more in your position and shop mostly at discount stores myself. But there are a few of my readers who love luxury so I like to offer choices. Also, it’s all about the style. It could inspire someone to find something similar for less. I’m so glad you like my fashion posts and I will certainly keep your comment in mind.

      Reply

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