10 Old Money Outfits To Look The Part | Alara Style

10 Old Money Outfits To Look The Part

Old money outfits: woman wearing matching Gucci pant suit
Photo curtesy of The Style Stalker

Wearing old money outfits isn’t always about having designer logos on show. Instead, it’s about quiet luxury and looking timelessly chic and elegant.

What Is The Old Money Style?

Whether you’re watching Kendall Roy on “Succession” or studying photos of Princess Diana, you’ve probably been intrigued by the old money aesthetic – a style that radiates wealth but in a classic, understated way. Old money fashion isn’t about flashy logos or fleeting trends. Instead, it’s all about timeless pieces and high-quality craftsmanship.

When you think of old money, images of the French Riviera in the summer or stately East Coast homes might come to mind. However, old money fashion can be pulled off anywhere in the world by anyone – it’s not necessarily about the amount of money in your bank account, but rather your aesthetic and lifestyle choices. To many, the attraction of the old money style is less about the inherited wealth itself and more about the quiet luxury it represents.

Top Old Money Outfits to Try:

Timeless dresses

classic dress
Photo: @Lydiaelisemillen

A timeless dress is a must have clothing item in your wardrobe. The simplicity yet elegance this style of dress can achieve is perfect for the old money vibe.

Opt for a linen dress in cream or white and accessorize with minimalistic jewelry and heels for a dressier look or sandals or white sneakers for a casual daytime look. The materials and fit make the statement, not the brand or trendiness of the items. It’s the perfect example of quiet luxury.

Chic blazers

woman wearing a cream tailored blazer
Photo: @aoifemchalee

If you are looking for old money outfits then you can’t go wrong with a blazer. They are timeless pieces that can elevate a casual outfit to something more formal, providing a polished look that’s suitable for almost any occasion.

For a Gossip girl inspired look, opt for a cream tweed blazer over a mini dress and pair with a clutch bags. This is perfect for the younger generations or anyone wanting to show off their legs while still looking chic.

Tennis whites

woman wearing a white tennis skirt and a white button down with sunglasses and handbag

Even if you don’t play tennis, you can still pull off a tennis whites inspired look. These types of old money outfits are easy to style and scream wealth. Simply wear a white tennis skit with a white polo or button down.

The key with styling this outfit is with the accessories. Wear clean white sneakers, sunglasses and chic handbag. A tennis bracelet is great to complete the look!

Polo Shirts

woman wearing Ralph Lauren polo shirt, white shorts and cardigan over shoulders
Photo: @Pinterest

When you think of old money outfits, you probably think of Polo shirts particularly Ralph Lauren . These are the perfect clothing item to achieve old money aesthetic because they are associated with refined sports like golf and tennis which are often played by the rich and wealthy.

Pair a classic white polo shirt with white shorts or navy chinos for the perfect summer look. Opt for leather loafers and a pair of pearl stud earrings to add a touch of class and femininity to the outfit.

Tailored and wide leg pants

woman wearing white tailored pants, blue button down shirt and white sweater over the shoulders
Photo: @angelsfatale

Tailored pants or wide-leg pants are an ideal representation of the old money aesthetic because they encapsulate several important elements of this style: quality, timeless elegance, and understated luxury.

To achieve the old money aesthetic, wear white tailored pants with a blue button down shirt- another timeless piece. To complete the look, consider a white sweatshirt. In warmer weather, it can be draped over the shoulders for a chic, preppy look or worn over your shirt for an extra layer of warmth.

Accessorizing for the old money aesthetic

Riding Boots

woman wearing white shirt, black blazer, black mini shirt, Gucci tights and black riding boots
Photo: @Pinterest

Riding boots not only only embody the old money aesthetic but they can be paired with various outfits. For a casual daytime outfit, pair your riding boots with light colored jeans with a turtle neck or sweater vest. For dressed up old money outfits, wear your shoes over tights and pair with a mini skirt and blazer or a chic dress.

It’s the type of outfit that is classy but not flashy, aligning perfectly with the old money style.

Classic Jewelry

woman wearing classic gold jewelry
Photo: @beautybee

Classic jewelry pieces are an integral part of the old money aesthetic because they symbolize timeless elegance and wealth that has been preserved over generations. Pieces like pearl necklaces, diamond studs, gold bracelets, or watches are those high quality pieces that are not just beautiful accessories, but also hold significant value, often both monetary and sentimental.

When choosing old money outfits, opt for a string of pearls around your neck and complete the look with a pair of diamond stud earrings. Small and understated, they still catch the light and give that quiet luxury without being flashy.


woman wearing midi dress with scarf tied in hair
Photo: @Marbelle

A headscarf can be worn in many ways and is a useful accessory for dressing up a simple outfit. You can either wear this as a bandana for a chic yet modern look, or tied around your ponytail for a sophisticated style.

Choose a high-quality silk scarf and wear it with an elegant midi dress or skirt. Tie the scarf in a chic knot at the nape of your neck, in you hair or on your bag.

Sophisticated Hats

woman wearing maxi dress woven hat and woven tote bag
Photo: @juliahaney

Sun hats can be a great way to add a classy vibe to your outfit and can go with many clothing items in your wardrobe. In the summer, choose a long summer dress and sandals to create a simple yet classy outfit . In this outfit, the sophisticated hat brings the old money outfit togther, so choose a bag to complement it.

A woven hat can provide a more relaxed chic look so perfect for casual outings.

Leather Loafers

woman wearing polo midi dress with loafers and handbag
Photo: @renad

High-quality leather loafers provide an air of quiet luxury without the overt flashiness of more trend-driven footwear. They are extremely versatile and can be worn for casual or formal outfits. The beauty of loafers lies in their simplicity, and a well-made pair communicates that money lifestyle.

Pair with a classic polo midi dress for a chic and sophisticated outfit.

Old Money Outfits – Conclusion

The old money aesthetic is a powerful symbol of understated luxury, emphasizing the value of timeless elegance and chic style. While each of the old money outfits discussed above represent individual expressions of the old money aesthetic, there is a common trend – an emphasis on quality materials, clean lines, and quiet luxury.

Ultimately, the old money aesthetic is more than just a clothing style – it’s a lifestyle and a mindset. It is about investing in pieces that will last, choosing subtlety over flashy brands.

Scroll to Top