30 Fall Fashion Finds for Women Over 50

last updated 13 September 2022

Shopping with your mom isn't most people's idea of fun, but it's practically a ritual for my mom and me. Our personal styles couldn't be more different from each other, but we can both appreciate a well-made garment and Saint Laurent, and that's enough to keep our chain of text messages filled with outfit ideas. While my tastes skew edgy with a hint of downtown cool, my mom prefers bohemian pieces and hues of every color of the rainbow. Her go-to stores include Anthropologie and J.Crew, while I spend hours browsing through Zara and Aritzia.

Exchanging links to new arrivals and viral trends is part of our daily communication, so I thought I'd share the latest batch of fall fashion that satisfies our contrasting tastes. We took a look through Nordstrom, Net-a-Porter, H&M, and more, finally settling on 30 items that appeal from a millennial to a Gen-Xer. Just a fair warning: You'll likely end up swapping clothes with your mom.

H&M

Oversized Cable-Knit Sweater

First things first: a sweater is on both of our shopping lists. We both are into the versatile color and generous price point.

H&M

Rib-Knit Sweater

I've been trying to convince my mom to embrace sweetheart necklines, and so far, she's been game.

Lioness

Agyness Shirt

This color hasn't left our brains.

Lioness

Agyness Pants

It's even better with the matching pants.

H&M

Single-Breasted Jacket

The beauty of a blazer like this is that anyone from ages 20 to 50 can pull this off effortlessly.

Sam Edelman

Uma Knee High Boot

As simple as these are, the real selling point was the walkable heel height.

Reformation

Davina Silk Dress

I've been off florals for a bit, but my mom put me onto this and it's now in my cart.

Z Supply

Runaway Dress

Styled with sneakers or boots, a dress like this won't steer you wrong.

Reformation

Gael Knit Top

While the stripes feel timeless, the wide sleeves are a dash of trendy.

H&M

Rib-Knit Dress

I think we both own about 10 knit dresses each. This color is simply stunning.

Good American

Plissé Midi Dress

Plissé is one of those things that works for any age and any occupation.

Max Mara

Ragtime Wide Leg Knit Pants

When you love baggy trousers and your mother is a fan of slim silhouettes, here's your happy medium.

Tory Burch

Hank Sneaker

Retro-inspired sneakers are a big trend, but they also happen to adapt easily into most wardrobes.

Slvrlake

High Waist Wide Leg Jeans

A high-waist, wide-leg is unanimously flattering.

Alex Mill

Mock Neck Sweater Tank

Chic, chic, chic.

Avec Les Filles

Faux Leather Trench Coat

A coat that means business.

Sam Edelman

Loraine Loafers

Flats are having a comeback, which means both of our feet are screaming with joy.

Laura Lombardi

Cinzia Drop Earrings

Gold earrings make everything look better.

Reformation

Lisola Dress

I feel like I should be in Nice, France, wearing this.

Scotch & Soda

Drapey Tie-Neck Buttondown

Here's a top that can be modified depending on your mood—button up and tied for a conservative look or worn unfastened for a breezy, relaxed vibe.

Treasure & Bond

V-Neck Short Sleeve Sweater

My mom instilled in me the power of a good sweater.

Rag & Bone

Cargo Denim Jumpsuit

Everyone loves a jumpsuit.

Club Monaco

Soft Crop Trench Coat

This cropped length is unique and fun.

Ganni

Brushed Alpaca Wrap Blouse

Loaded with cutouts, I definitely suggested this to my mom first. She ended up loving it too.

Erdem

Artie Leaf-Print Cotton-Blend Denim Midi Skirt

I love the print, but my mom loves the modest length.

Samsøe Samsøe

Uma Plissé Trousers

Some gorgeous pants to add to the plissé blitz.

3x1

Helix Flip Jeans

These lean trendy without overdoing it.

By Pariah

The Sabine Recycled Gold Vermeil Earrings

We're ready for an ear party.

Bottega Veneta

The Pouch Large Gathered Intrecciato Leather Clutch

Just imagine this clutch with a pair of puddle pants, and there you have the makings of a perfect outfit.

Lafayette 148

Embellished Leather-Trimmed Fringed Pleated Checked Wool Skirt

Cool without being juvenile.

Next: Confession: Denim Is My Least Favorite Staple—These Jeans Made Me Reconsider

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Indya Brown is a fashion editor, stylist, and writer living in Los Angeles. After graduating in 2016, she joined The Cut as a fashion assistant, eventually working her way up to fashion editor. While New York has been her home for over 10 years, she moved to Los Angeles in the midst of the pandemic in 2020 for a new chapter where she started working at Who What Wear, focusing on emerging designers, rising trends on and off the internet, interior design, and BIPOC creatives and brands. Aside from her work at Who What Wear, Brown is also a freelance stylist and writer, working on national print and video commercial campaigns for Sephora, The Independent, and Cadillac. Her bylines also include Harper's Bazaar, Vox, and The New York Times.