10 Old Money Outfits for Fall That'll Make You Feel Like Luxury

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The idea of curating a capsule wardrobe isn’t a new novelty, but in the era of internet trends and social media algorithms, it is taking on a new name. Enter the old money aesthetic. The next iteration of the “quiet luxury” trend that took over our feeds earlier this year, old money fashion is all about classic, refined looks achieved by layering clean, structured pieces. It’s less about trends and more about curating a polished, sophisticated wardrobe that feels effortless yet stylish.

“Old money refers to elegant, timeless pieces, made of high-quality fabrics. Think tailoring, clean lines, cable knits, turtlenecks, polo shirts, loafers, neutral shades, and premium materials like wool, cashmere, and suede,” says Anna-Carina Helander, Founder and CEO of fashion retailer, Seezona. “The style looks equally good on a 20-year-old as a 60-year-old.”

Luxury style doesn’t mean overly expensive pieces. The old money trend is all about investing in classic staples that can be worn for years to come and creating a timeless look that resonates with the likes of Sofia Richie and Hailey Bieber, among other fashionable celebs.

If you want to try your hand at outfits that give rich girl energy, we’ve compiled 10 old money styles for your shopping inspiration this fall. Read on below!

01 of 10

Herringbone Patterns

Belen Hostalet wears black leather pumps, a black leather bag, a black shirt and a grey coord-set made of a jacket and a mini skirt outside Max Mara show during the Milan Fashion Week Menswear Spring/Summer 2025 on September 19, 2024 in Milan, Italy.

Valentina Frugiuele/Getty Images

Though old money fashion is all about neutrals, this pattern is a must-have for any staple wardrobe. According to boohoo Head of Product, Sarah Heaton, herringbone is trending this season, thanks to the texture and depth it adds to clothing. Offering a sophisticated and timeless look, herringbone is perfect for tailored pieces like this skirt and blazer combo. 

02 of 10

Pleated Skirts

Influencer Alexandra Lapp, wearing a beige pleated skirt by Max Mara, beige-blue sandals by Chanel, a beige blazer by Windsor,a black belt by Dior, a black bag by Hermes, a scarf by Hermes and sunglasses by Celine, during a streetstyle shooting on October 13, 2024 in Paris, France.

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What’s more luxurious than a long pleated skirt? A staple worn by the upper class in the early to mid-20th century, pleated skirts reflect a sense of sophistication when worn today. Take a cue from this look by pairing it with a structured and neutral jacket and matching ballet flats, which add a feminine touch to the ensemble. 

03 of 10

Classic Trench Coat

 Milena Karl seen wearing Ray-Ban black Wayfarer sunglasses, silver earrings, Hermès silver chain / necklace, The Row beige oversized long coat, NA-KD blue denim wide leg jeans / pants, COS white cotton basic shirt, Alaia black leather heart shaped crossbody bag and Ganni beige snake pattern leather heeled boots, on February 23, 2024 in Hamburg, Germany.

There is no old money without some business deals

If you really want to feel like a billionaire, invest in a quality trench coat. In fall weather, outerwear is just as important to the balance of your outfit as any other accessory. Pair with your favorite fitted jeans and a kitten heel to really level up this look.

04 of 10

Structured Loafers

Jill Asemota seen wearing Jacques Marie Mage black sunglasses, Dorothee Schumacher grey wool knit sweater, Dorothee Schumacher black silk midi skirt, Bottega Veneta grey suede leather Jodie bag, white cotton socks and Zara black leather loafers, on November 04, 2023 in Berlin, Germany.

There is no old money without some business deals

When it comes to putting together a flawless look, the devil is always in the details. That’s why a chic pair of loafers can really bring your old money outfit from Gossip Girl to Succession Trench Coat Outfits Youll Want to Bookmark.

05 of 10

Cashmere Sweater and Slacks

Alexandra Lapp is seen wearing a H&M cashmere jumper in light grey, a H&M cashmere sweater in dark grey, Toteme pants in taupe, a Christian Dior belt in black, Celine Triomphe sunglasses in brown, a Hermes vintage Kelly bag in black, Escada ear clips in gold and Chanel ballerinas in beige on March 13, 2024 in Paris, France.

Streetstyleshooters/Getty Images

A quality cashmere sweater paired with relaxed trousers embodies the classic old money style, striking a perfect balance between sophistication and effortless elegance that only the truly affluent can achieve. Choose a luxury handbag or belt to really elevate this laid-back ensemble. 

06 of 10

Satin Skirt and Oversized Blazers

Merve Görgöz wears black skirt, brown bag, white blazer, transparent top, sunglasses, heels outside Del Core during the Milan Fashion Week Menswear Spring/Summer 2025 on September 18, 2024 in Milan, Italy.

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Oversized blazers have been on-trend for years now, but the perpetually wealthy have been rocking the style long before it was seen on TikTok. A minimalistic necklace, wine-red pumps, and a dark satin skirt push this look into the next tax bracket. 

07 of 10

Tweed Co-Ords

A guest wears bright hot pink plaid pattern tweed Chanel hat, bright hot pink plaid pattern tweed Chanel half buttoned coat, black heeled slouchy boots, shiny black Chanel leather bag, outside Chanel, during the Paris Fashion Week Spring/Summer 2025 on October 1, 2024 in Paris, France

Edward Berthelot/Getty Images

Nothing screams fall in a luxury penthouse like tweed. Taking a page from the preppy style handbook, this skirt and blazer co-ord is finished with black tights, booties, and a perfectly slicked-back ponytail to add a chic touch to this otherwise classic outfit.

08 of 10

Headscarves

Katya Tolstova wears head scarf, Gucci bag, blue coat with logo print outside Rolf Ekroth during the Copenhagen Fashion Week (CPHFW) SS25 on August 05, 2024 in Copenhagen, Denmark.

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The use of headscarves evokes a sense of luxury and grace, embodying the understated yet polished old money aesthetic. Headscarves can elevate simple outfits while also providing a nod to classic styles, making them a staple accessory in the wardrobes of those who embrace a traditional look. 

09 of 10

Stripes and Khaki

A guest wears Hermes bag, khaki pants, navy striped blazer, striped button shirt outside Brandon Maxwell during New York Fashion Week on September 06, 2024 in New York City.

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A more nautical, east coast ensemble, stripes, and khaki are the principle of old money fashion. Think Ivy League schools, summers in the Hamptons, or traveling to Maine just for the lobster, this outfit gives a nod to that quintessential vibe and is balanced out by pairing with layered gold necklaces and peak-toe shoes.

10 of 10

Power Pantsuit

Leo Eberlin seen wearing YSL brown tortoise sunglasses, Leo Mathild diamond jewelry / rings and bracelet, Marc Cain light pink elegant blazer jacket, matching Marc Cain light pink elegant wide leg suit pants and Marc Cain silver leather heels, on February 25, 2024 in Berlin, Germany.

There is no old money without some business deals

ldquo;The style looks equally good on a 20-year-old as a 60-year-old.&rdquo and business outfits. Understated elegance is the epitome of this trend, and a simple yet structured pantsuit is just that. Pair with minimalistic and dainty accessories to really let this ensemble have its moment to shine.

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