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The time has come for you to whip out your knee-high socks and your best headbands because 2025 is going to be a preppy-chic fall. It makes sense since quiet luxury vibes and old money aesthetics are still trending hard.
When you think of preppy, you might think of bright colors and lots of florals, but this fall, we're channeling a chicer approach. Think Ralph Lauren meets Gossip Girl meets Carolyn Bessette-Kennedy.
To help you channel your inner Upper East Sider, I hand-picked 14 pieces that will make you look expensive this fall.
You'll find affordable cashmere sweater vests and chunky cardigans from Quince and vintage-inspired fisherman sweaters that you can pair with a pleated mini skirt.
In terms of shoes, you've got plenty of options, like a pair of chunky loafers, classic Mary Jane ballet flats, or tall kitten heel boots, all of which can be styled with some knit knee-high socks. You can top off your look with a trendy barn jacket for extra warmth.
Cozy up in these preppy fall essentials from Abercrombie, Old Navy, Sam Edelman and more.
DREAM PAIRS Loafers
Penny loafers are back and trendier than ever. This pair has a chunky lug sole, a gold buckle detail and comfy cushioning. They also come in patent leather and suede.
Quince Australian Merino Wool Cable Sweater Vest
Layer this surprisingly affordable merino wool sweater vest over a turtleneck or button down for instant old money vibes.
Aeropostale Pleated Mini Skirt
There's no shortage of ways you can style this oversized cable knit fisherman sweater. It's cozy, classy and comes in tons of colors.
Trendy Queen Oversized Cable Knit Crewneck Sweater
There's no shortage of ways you can style this oversized cable knit fisherman sweater. It's cozy, classy and comes in tons of colors.
Rare Deal
Sam Edelman Michaela Mary Jane Flat
These Mary Jane flats are the ultimate preppy chic fall. I own these and they're comfortable right out of the box, no break-in period necessary. Select colors are up to 40% off.
Moon Wood Thigh High Socks
If Blair Waldorf taught us anything it's that adding a pair of knee-high knit socks to your outfit is always a good idea. Pair them with a mini skirt and tall boots for the ultimate Upper East side look.
Old Navy Water-Resistant Long Barn Coat
Barn coats are trending hard right now and this long one with corduroy lapels is a timeless pick (and on sale).
Abercrombie & Fitch The A&F Madeline Dog Crew Sweater
How cute is this cozy crewneck sweater featuring a dachshund puppy that is, wait for it, also wearing a sweater.
MakeMeChic Women's Houndstooth Print Shorts
This houndstooth number might look like a skirt but it's actually a pair of high-waisted shorts. Complete the look with a turtleneck, tights and loafers.
B.P. Stripe Cotton Blend Rugby Shirt
Rugby shirts are totally in right now and the collegiate vibe these striped tops give off is perfect for creating a preppy academic outfit.
Old Navy SoSoft Lite Rib Turtleneck Sweater
This ribbed turtleneck has a cashmere feel to it, but it's only $20. It makes the perfect layering piece since it's lightweight.
Saodimallsu Women's Sweater Dress
This polo-inspired sweater dress with a swingy skirt makes getting dressed easy. All you have to do is add some shoes and a jacket.
H&M Corduroy Pants
These straight corduroy pants come in the color of the season: a rich chocolate brown.
Quince 100% Organic Cotton Cropped Cardigan
Whether you wear this chunky cropped cardigan on its own or layer over a simple tee, you'll look effortlessly put together.
Gap Square-Neck Pleated Mini Dress
This drop-waist mini dress presents the perfect opportunity for layering, but you can wear it on its own for a sexier look.
Scoop Women's Knee High Kitten Heel Boot
We've already established that knee-high kitten heel boots are trending hard this autumn and this pair is a great affordable option. They come in a few colors, patterns, and finishes, too.
How We Choose
The E! Insider Shop editors and writers search the internet to find the best products out there. We interview expert sources, comb through customer reviews, and use our own personal experiences to make shopping easier for our readers.
As an editorial team, we independently create content and determine coverage based on research, reporting and what we think our readers would like to read about. The goal of our content is to provide a service and inform readers who are on the hunt for the latest products to help make their life better. Items are sold by retailer, not E!. Pricing and availability are accurate as of publish time.
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