The Ultimate Guide on Styling Old Money Outfits

“Money talks, but class whispers.” This phrase perfectly captures the essence of the old money style, defined by its understated charm and appeal. Unlike the flashy displays of new money, the old money aesthetic draws inspiration from icons like Audrey Hepburn, Cary Grant, and Jackie Kennedy, who conveyed sophistication without ever being ostentatious.

Building this look on a budget might seem daunting, but it’s entirely achievable. Focus on classic pieces and a minimal colour palette; it’s about investing in quality over quantity. Remember, looking refined doesn’t have to come with a hefty price tag. In this guide, we’ll share tips on curating a collection of timeless pieces that exude old money charm without emptying your wallet.

What is Old Money Style and How to Recognise It?

The Old money aesthetic exudes an understated vibe that whispers wealth without shouting it. Think of iconic families like the Vanderbilts and Rothschilds—individuals who inherited their wealth and know how to display it subtly without the gaudiness often associated with new money.

The old-money aesthetic focuses on quality, logo-free designer pieces, fits and classic American prep. It leans towards muted colours, premium fabrics and versatile staples like tailored blazers, crisp white shirts and well-fitted trousers. Celebrities like Sophia Richie, Gwyneth Paltrow, and Blake Lively have embraced this vibe, proving that it can be chic yet accessible.

Plus, with the hashtag #oldmoney racking up (over 2 million posts on Instagram! ), you can find plenty of inspiration, from bite-sized reels of famous families to styling tips for both men and women. The beauty of the old money style is that you don’t need a 9-figure trust fund to channel it. Just a keen eye for quality, a few vintage finds and a clear desire to master the trend!

How to Create the Best Outfits Channelling the Old Money Aesthetic for Everyone?

Ditch those joggers, oversized sneakers, and hoodies plastered with flashy logos and embrace a classic, discreet kind of chic inherited from a select few heirs who swear by understated and more cultured dressing. Here’s how you can build a perfect wardrobe that radiates old money vibes, no matter your gender.

• Focus on Muted Colours and Classic Patterns

When you’re aiming for that timeless old-money dress-to-impress look, stick to a muted colour palette. Think navy, grey, white, beige, olive, and earthy tones—these shades showcase sophistication. For patterns, keep it simple with stripes, plaids, and checks. If you want to throw in some prints, balance them out with neutral pieces so your outfit stays classy and cohesive.

• Invest in Old-Money Wardrobe Staples

You don’t need a mountain of bespoke suits to nail this trend. Just a few high-quality, well-fitted essentials can enhance your style game. Choose tailored trousers, crisp dresses, polished footwear, and classic accessories like timeless wristwatches, pocket squares, heeled pumps or Mary Janes. When the temperatures drop, grab some cashmere or cable-knit sweaters, solid-coloured overcoats, and quality boots to keep you looking sharp.

• Never Compromise With the Fit and Fabric

Let’s Talk Fundamentals.

Your clothing should fit you like a glove. No shortcuts here! Hunt down the finest materials your budget allows—linen, merino wool, Egyptian cotton, genuine leather, and fine silk are your best friends. The goal is to find pieces that not only last but also make you look and feel fabulous. And for denim, go with a regular fit; dark blue and light-washed jeans are must-haves in every old-money outfit collection.

• Always Keep the Branding Subtle

Remember, old-money style is all about subtlety. It’s not about flaunting labels or being a walking advertisement. Embrace minimalism and prioritise quality over flashy logos. Subtle branding is your secret weapon for exuding that rich aesthetic.

• Be On the Lookout for Thrift Shopping

Never underestimate the treasures hiding in thrift stores and vintage shops! These gems can be your best allies on your quest for old-money clothes. You’ll find unique, high-quality pieces at a fraction of their original cost. Plus, don’t sleep on e-commerce platforms, especially Instagram, where vintage finds are just waiting for you to snag them.

• Polish Your Grooming Game

Let’s not forget that sharp dressing is only half the battle—grooming is key to looking rich, too. Go for classic, neatly styled haircuts and keep your beard (if you have one) tidy and well-defined. And seriously, don’t skip your skincare routine; good skin is essential for boosting your confidence and nailing that polished look.

Old Money Style Essentials for Women

So, what are the key style elements of the “Old Money” aesthetic? To build your old money capsule collection, focus on classic pieces that excuse refinement and elegance. Think tailored blazers, cosy cardigans, crisp white shirts, soft cashmere sweaters and classic loafers. With these staples, you can start building your “Old Money” capsule collection. Here are some outfit ideas to get you inspired.

1. Blazer & Riding Boots

Skip the oversized stuff and go for the classic fitted blazer that looks sharp. Pair it with white leggings and some sleek riding boots for a polished vibe. And don’t forget to accessorise! A belt with gold details gives off those fancy vibes, while some statement glasses and a black headband pull everything together for that vintage touch. Try a double-breasted blazer with gold buttons for an even more refined touch.

2. White Tennis Skirt & Sweatshirt

Tennis is a classic old-money pastime, so a white tennis skirt is a must-have for your wardrobe. Pair it with a casual sweatshirt and some knee-high boots for a sporty yet stylish vibe. If it’s chilly out, swap the skirt for a grey or black skater skirt and layer up with leggings for added warmth while still maintaining that old-money aesthetic.

3. Checked Blazer & Knit Top

This look embodies the ultimate Ralph Lauren vibe. Grab a checked or houndstooth blazer and throw it over a cosy knit top—it instantly takes any outfit up a notch. Layer a white shirt for a little extra warmth and that vintage flair. It’s perfect for a brunch date or casual hangouts.

4. A Black Knit Dress

A black knit dress is a must-have for your old-money wardrobe. It’s super versatile and can be dressed up or down in a snap. Add some tan or brown accessories for a little flair, or keep it classic with pearls. This piece is perfect for everything from casual hangouts to fancier events, making sure you always look on point and effortlessly radiate those old-money vibes.

5. Trench Coat, Jeans & Loafer

Casual yet classy, this outfit is ideal for those laid-back daytime outings. You’ve probably got most of these pieces already sitting in your closet, but if you’re on the hunt for something fresh, grab a classic trench coat to layer over your well-fitted jeans and toss on your favourite loafers. Opt for neutral colours like beige or navy to keep it versatile and easy to style. Perfect for brunch, coffee runs, or just hanging out with friends!

6. Cable Knit Sweater & White Shirt

This outfit is super easy to recreate and never goes out of style. A cosy cable knit sweater worn over a white button-down shirt creates a relaxed yet polished look. It’s perfect for layering during colder months. Stick with classic colours like cream or soft grey for the sweater, and you can wear this combo year after year without skipping a beat.

Old Money Style Essentials for Men

Old-money aesthetic men’s fashion includes essentials like tailored trousers, blazers, cashmere sweaters, and dark jeans. Here are some outfit ideas to inspire your casual old-money style:

1. Tailored Trousers & Crisp White Shirt

Start with a pair of well-fitted tailored trousers and a classic white shirt. This combo is timeless and effortlessly chic. Roll up the sleeves for a relaxed vibe, or keep it tucked in for a polished look. Pair with loafers or oxfords for that sophisticated touch.

2. Blazer & Chinos

A fitted blazer over chinos is a go-to for that refined yet relaxed look. Opt for neutral tones like navy or grey, and throw on a simple knit or a crisp shirt underneath. Finish off with classic leather shoes, and you’re ready for anything from a casual meeting to dinner with friends.

3. Cashmere Sweater & Dark Trousers

You can’t go wrong with a luxurious cashmere sweater paired with dark-tone trousers. This look strikes the perfect balance between comfort and style. Choose muted colours like navy or forest green for that old-money feel. Complete the outfit with brogues or stylish loafers.

4. Classic Overcoat & Turtleneck

When the weather cools down, layer a classic overcoat over a fitted turtleneck. This combo is not just warm but also exudes poise. Pair it with tailored trousers or dark jeans and finish with a quality pair of boots for a polished look that’s perfect for any occasion.

5. Vintage-Inspired Suit

Channelling old money doesn’t mean you can’t have fun. A vintage-inspired suit in a subtle pattern or muted colour can make a bold statement. Keep the shirt simple, and opt for classic leather shoes. This look is perfect for weddings, parties, or any event where you want to stand out for all the right reasons.

6. Casual Blazer & Dark Denim

For a more laid-back vibe, throw on a casual blazer over a simple tee and dark denim. This outfit is versatile enough for a day out or an evening gathering. Pair it with loafers or clean sneakers for that effortlessly cool look.

Embracing the old money aesthetic doesn’t have to mean spending a fortune. With a little savvy shopping, a keen eye for quality, and these outfit ideas in your back pocket, you can channel that timeless elegance without emptying your wallet. So, get out there, explore vintage shops, and curate your wardrobe with pieces that whisper sophistication and charm. Whether you’re dressing for a casual brunch or a formal event, remember: it’s all about the details and how you carry yourself.

Frequently Asked Questions