Old money fall outfits and the actual season of fall were basically made for each other.
Wool, layers, earth tones. That’s just what fall looks like anyway.
I’ve been into this aesthetic for a while now, and fall is honestly when it finally makes sense to actually dress this way.
You can pull out the long coat and the cashmere and nobody thinks you’re overdressed. It just fits.
Here are 25+ old money fall outfits I’ve been loving lately.
Classic Layers
This is where old money dressing really lives. A turtleneck under a blazer, a wool coat thrown over everything.
Fall is basically the only season where that much layering doesn’t feel like too much.
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Plaid & Tartan
Plaid and herringbone have been around forever, and that’s exactly why they work here.
There’s something about a good tartan that just reads expensive even when it’s not.
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Mono Neutrals
Head-to-toe camel or cream sounds like it shouldn’t work, but it always does. You don’t need to add anything — the tones do enough on their own.
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Riding Chic
This is the most specific corner of old money style, and honestly one of my favorites. Very “I grew up with horses” without actually needing to own any.
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These old money fall outfits are some of my favorites to put together. Fall just makes it so easy to go there without even trying that hard.
Save the ones you keep coming back to and start there.
