Dressing in the old money style is all about elegance, refinement, and timeless fashion choices.
It’s not about flashy logos or trends that come and go, but rather about polished silhouettes, high-quality fabrics, and effortlessly chic combinations.
The right pair of shoes can elevate an outfit, whether it’s a pair of classic pumps, sophisticated loafers, or understated sneakers that still exude class.
In this guide, you’ll find outfit ideas that bring together luxurious yet wearable pieces, all paired with the perfect footwear to achieve that understated yet sophisticated old money aesthetic.
1. Old money style isn’t always about being overly formal. A well-tailored camel blazer over a crisp white shirt dress creates an effortlessly polished look.
The slightly oversized fit of the blazer adds a relaxed yet refined touch. White sneakers bring in a modern, youthful edge while keeping the outfit comfortable.
To complete the look, consider adding a subtle pocket square for a touch of elegance.
2. A soft cable-knit turtleneck sweater paired with cream wide-leg trousers creates an understated yet luxurious ensemble.
This look embodies quiet sophistication, with neutral tones enhancing its timeless appeal. Brown leather loafers with gold details elevate the outfit while maintaining comfort.
A structured brown leather handbag ties everything together, making it a perfect choice for an elegant day out.
3. For an effortlessly graceful look, a pleated midi dress in a soft neutral hue exudes elegance.
The halter neckline adds a refined structure, while the flowing pleats create beautiful movement. Nude pointed-toe heels elongate the legs and keep the outfit refined.
Finish with pearl drop earrings for a touch of sophistication that complements the old money aesthetic.
4. A navy blazer layered over a blue-and-white striped button-up shirt is a preppy yet timeless choice.
The structured blazer balances the casual nature of the shirt, making it a versatile piece. White tailored trousers keep the outfit crisp, while navy leather loafers add a refined touch.
A neatly folded pocket square and delicate gold jewelry complete this polished look.
5. A fitted blush pink midi dress with a collared neckline and button detail brings a classic yet feminine vibe.
The structured silhouette exudes confidence and elegance, while nude pointed-toe pumps enhance the sophisticated feel.
Pairing this look with pearl stud earrings and a sleek clutch makes it a perfect choice for formal gatherings or business settings.
6. A white cable-knit sweater paired with tailored navy trousers creates a smart and polished ensemble.
The contrast between the cozy knit and structured trousers adds depth to the look. White pointed-toe heels elevate the outfit, making it suitable for semi-formal occasions.
Gold hoop earrings add a subtle statement, ensuring the outfit remains effortlessly chic.
7. A fitted ribbed turtleneck tucked into beige high-waisted trousers creates a clean, refined aesthetic.
The structured pleats in the trousers add dimension, while black pointed-toe pumps offer a sophisticated finish.
The addition of pearl earrings brings in a classic touch, ensuring this look feels effortlessly luxurious.
8. A navy midi dress with a structured bodice and a bow detail at the neckline exudes timeless elegance.
The fit-and-flare silhouette enhances femininity, making it a perfect option for formal gatherings.
Nude pumps keep the outfit refined while elongating the legs. Minimalistic pearl earrings and soft curls in the hair add to the polished charm of this look.
9. A striped sweater tucked into crisp white tailored trousers, layered with a navy blazer, strikes the perfect balance between casual and refined.
Navy loafers complement the blazer, tying the outfit together with a cohesive color scheme.
A small pocket square or gold wristwatch can add an extra touch of old-money sophistication.
10. A navy textured knit sweater over a crisp white button-up shirt creates a timeless layered look.
Dark-wash skinny jeans maintain a sleek silhouette, while brown leather loafers provide a classic and practical footwear choice.
Folding the shirt cuffs over the sweater sleeves adds a subtle yet stylish detail, perfect for a preppy, old-money aesthetic.
11. A navy wrap midi dress with a belted waist is both flattering and sophisticated.
The long sleeves add an element of elegance, while tan ankle boots create a refined yet slightly relaxed touch.
Gold hoop earrings and a delicate chain necklace enhance the outfit’s charm without overwhelming it.
12. A structured navy polo shirt tucked into beige pleated shorts achieves the perfect balance of casual and refined.
White sneakers keep the look fresh and youthful, while a woven handbag and oversized sunglasses add an unmistakable old-money feel.
13. A sleeveless blush pink fit-and-flare dress exudes timeless grace. The clean lines and structured fabric create a polished silhouette.
White pointed-toe heels complement the dress beautifully, while sparkling chandelier earrings add a glamorous finishing touch.
14. A white midi dress paired with a camel longline coat creates a stunning monochromatic look.
The belted waist enhances the figure, while white ankle-strap heels keep the outfit polished. Statement earrings add a final touch of sophistication.
15. A navy-and-white striped cropped sweater with high-waisted white shorts is a fresh, preppy choice.
Nude ballet flats keep the look elegant yet comfortable. A large cream-colored scarf tied around the neck elevates the outfit, making it effortlessly chic.
16. A navy sleeveless blouse tucked into a white pleated midi skirt creates a refined and airy look.
Brown leather loafers add a classic touch, while statement pearl earrings complete the ensemble with an air of sophistication.
17. A fitted beige blazer over a white turtleneck pairs perfectly with high-rise blue skinny jeans.
Black pointed-toe pumps elongate the legs, while gold hoop earrings and a sleek hairstyle enhance the look’s polished appeal.
18. A navy blazer over a crisp white blouse and tailored white trousers exudes effortless class.
Black mules add a contemporary yet timeless touch, and dainty gold earrings enhance the outfit’s refined aesthetic.
19. A lightweight camel blazer layered over a breezy white mini dress keeps the outfit sophisticated yet relaxed.
White pointed-toe pumps elevate the look, while soft waves in the hair and minimal jewelry add to the understated elegance.
20. A pastel blue fitted knit sweater paired with a white pleated midi skirt creates a dreamy, elegant look.
Nude pointed-toe heels elongate the legs, while pearl drop earrings add a graceful final touch.
