Hi there! Some links on this page are affiliate links which means that if you decide to purchase something, I may earn a small commission at no extra cost to you. Thank you for your support!In an era where fashion trends seem to change by the minute, the “old money outfits” aesthetic stands as a timeless beacon of understated elegance. Often characterized by a sophisticated yet effortless style, the old money look draws inspiration from the wardrobes of classic aristocrats, Ivy League elites, and European high society. This style isn’t about flashy logos or trend-driven pieces; it’s about quality, heritage, and a subtle confidence that comes from knowing you look impeccable.
Here are 11 key pieces that will help you channel that elusive charm of old money outfits:
1. Tailored Blazers
A well-tailored blazer is the cornerstone of any old money wardrobe. Opt for classic cuts in neutral colors like navy, grey, or camel. Whether paired with chinos, jeans, or a pleated skirt, a blazer instantly elevates your look to one of quiet luxury. The fit should be impeccable—think structured shoulders, nipped waist, and sleeves that end just above the wrist.
2. Cashmere Sweaters
Cashmere is the epitome of understated luxury. A simple cashmere sweater in a muted tone (cream, camel, navy, or grey) can be layered over a collared shirt or worn alone. It’s a versatile piece that exudes refinement, whether you’re attending a weekend brunch or a casual business meeting.
3. Crisp White Button-Down Shirts
No old money wardrobe is complete without the perfect white button-down. The key is in the fabric—opt for high-quality cotton or linen. This piece is incredibly versatile and can be dressed up with a skirt or blazer or dressed down with jeans or chinos. A crisp, well-ironed shirt is a clear indicator of timeless style.
4. Classic Trench Coat
A trench coat is more than just outerwear; it’s a symbol of enduring style. Invest in a well-made trench in a neutral color like beige, khaki, or navy. The ideal trench should be tailored yet roomy enough to layer over a blazer or sweater. When the weather turns, it adds a sophisticated finishing touch to any outfit.
Find the perfect trench coat and other classy fall jackets in our blog post 8 Best Fall Jackets That Look Great with Any Outfit
5. Loafers and Sandals
Footwear plays a crucial role in achieving that old money look. Loafers and brogues are classic choices that never go out of style. Stick to leather in shades of brown or black, and look for traditional details like tassels, penny slots, or brogue patterns. These shoes should be polished and well-maintained—scuffed or dirty shoes are a definite no-go. Luxurious sandals are a heck yes, however.
Check out our blog post on Luxurious Sandals That Look Similar to Popular Hermes Slides
6. Tailored Trousers
A pair of well-fitted trousers is a must. Look for high-waisted options with a straight or slightly tapered leg in neutral colors like black, grey, or beige. The fabric should be of high quality—wool blends or even linen for the warmer months. Tailoring is key here; the trousers should skim your legs without being too tight or too loose.
7. Silk Scarves
A silk scarf can add a touch of elegance and sophistication to your old money outfit. Choose classic patterns like paisley, stripes, or even a simple monogram, and stick to colors that complement your wardrobe. Whether draped over your shoulders, tied around your neck, or used as a headband, a silk scarf is a versatile accessory that whispers luxury.
8. Structured Handbags
A well-crafted, structured handbag speaks volumes about your style. Look for timeless designs in quality leather—think of brands with heritage and craftsmanship like Hermès, Gucci, or Asprey. A classic tote, satchel, or top-handle bag in neutral tones will serve you well for years, reflecting both sophistication and practicality in your old money outfits.
9. Pearl Jewelry
Pearls are synonymous with old money elegance. A simple strand of pearls or a pair of pearl earrings adds an air of timeless class to any outfit. Opt for pieces that are understated—small to medium-sized pearls in a classic round shape are ideal. Avoid anything too ornate or trendy, as the beauty of pearls lies in their simplicity. Opt for real pearls, as counterfeit options tend to look poorly made.
The old money also adores Van Cleef and Arpels, so check out our blog post on
10. Navy Blazers
Different from your tailored blazer, a navy blazer specifically is a must-have for both men and women in the old money wardrobe. This piece is perfect for achieving a preppy, polished look. It pairs beautifully with everything from chinos to skirts and can be dressed up or down with ease. Gold buttons are a traditional detail that adds a touch of regality.
11. Timeless Watches
A quality watch is a subtle yet powerful statement of wealth and taste for old money outfits. Go for a classic design with a leather or metal strap, avoiding oversized or overly embellished models. Brands with a long history of craftsmanship, like Rolex, Patek Philippe, or Cartier, are perfect for this aesthetic. The goal is to choose a watch that complements your outfit without drawing too much attention.
Find the perfect old money watch from our blog posts:
Stunning Watches Inspired by Cartier for The Luxury Look
Final Thoughts
Achieving the old money look is less about following trends and more about investing in quality, timeless pieces that exude elegance and sophistication. It’s about dressing with an air of quiet confidence, knowing that every item in your wardrobe has been carefully selected for its craftsmanship, durability, and style. Old money outfits are easily constructed by a few luxurious staples. By incorporating these 11 key pieces into your wardrobe, you can master the art of understated luxury and embrace a look that is both classic and enduring.
Remember, true style never shouts—it whispers.
SugarPlumWish
