80+ Old Money Aesthetic Outfits [2024]: How To Look Like Old Money, Rich, and Elegant

Home » fashion » 80+ Old Money Aesthetic Outfits [2024]: How To Look Like Old Money, Rich, and Elegant

Looking for the best old money aesthetic outfits? Check this post for the old money style guide for different occasions (work, date nights, vacations, and social gatherings), 80+ best old money outfits for spring, summer, fall, and winter to elevate your capsule wardrobe, and the best brands to shop for.

Step into a world where classic elegance meets timeless sophistication – the realm of old money aesthetic outfits.

The allure of vintage luxury and opulence has captivated fashion enthusiasts, inspiring a resurgence of sartorial choices that exude an air of refined wealth and prestige.

From tailored tweed blazers to impeccably draped silk scarves, these ensembles transport us to an era when style was synonymous with pedigree and poise.

Embracing the allure of bygone eras, old money aesthetic outfits evoke a sense of nostalgia while infusing contemporary wardrobes with a touch of regal charm.

Join us as we unravel the secrets to embodying timeless elegance through fashion choices that transcend trends and celebrate heritage.

This post may contain affiliate links, which means I'll receive a commission if you purchase through my link, at no extra cost to you. Please read the full disclosure here.

This post is all about old money aesthetic outfits.

The Old Money Trend

If you want to understand the old money style, take a cue from Gossip Girl and pay attention to the fashion choices of Blair Waldorf.

By observing the Ivy Style and extravagant lifestyle of wealthy socialites, you can gain insight into the clothing preferences of wealthy people.

Old Money denotes families that have possessed wealth for generations, often with a notable family name or noble title.

Their enduring prosperity and extensive lineage have granted them not only affluence and renown, but also influence.

They inhabit ancestral mansions, adorn themselves with inherited jewels, and eschew ostentatious logos in favor of displaying the refined manners indicative of a life of privilege.

Old Money Fashion Icons: Who To Learn From

Jackie Onassis

When selecting a handful of celebrities to represent Old Money, the top choice would undoubtedly be the iconic Kennedy family.

Jackie Onassis, a former First Lady of the United States, is widely regarded as the most stylish First Lady in American history.

Whether she was donning a sophisticated solid-colored suit or a pair of trousers, her attire consistently exuded an air of high society and timeless elegance.

Carolyn Bessette Kennedy

The Kennedy family boasts multiple style icons, including Carolyn Bessette Kennedy, the wife of John F. Kennedy Jr.

She epitomizes the old money style with her minimalist outfits that exude a sophisticated New York City vibe, blending elegance with a hint of coolness while avoiding flashy combinations.

Princess Diana

Her enduring influence can be seen in today’s most popular fashion items, like V-neck sweaters and tennis skirts, as she showed timeless ways to wear them.

Old Money Aesthetic Color Palette

The classic color palette of the old money style typically consists of three main colors: brown, white, and blue.

This includes variations such as navy, navy blue, and blue-violet, as well as black.

Furthermore, purple is often incorporated as a vibrant accent color to showcase personal style, particularly in items like men’s ties.

Overall, it is important to avoid using overly bright colors in large areas to maintain the understated elegance that defines the old-money style aesthetic.

The top two color combinations that are both popular and effective are as follows:

Firstly, a mix of various blues, whites, and khakis always creates a pleasing look.

Secondly, a predominantly black and white or gray palette with subtle touches of blue and khaki also achieves great results.

Old Money Style: Ivy Style / Preppy Style

The traditional Ivy Style is a key component of the Old Money aesthetic.

As education holds great significance for Old Money families, the younger members are dedicated to their studies and often earn degrees from prestigious institutions such as Ivy League schools, Oxford, or Cambridge.

Consequently, the Old Money aesthetic reflects a preppy style, with elements of both dark academia and light academia.

Oxford Shirt

If you want to emulate the style of an Ivy League student, consider donning a timeless Oxford shirt with a button-down collar.

The addition of two buttons on the collar was originally intended to keep it from flapping up during polo matches, giving the shirt a practical yet stylish touch.

Unlike poplin shirts, Oxford shirts feature a textured grain fabric that adds visual interest and pairs well with both round neck and V-neck sweaters, or can be worn alone for a classic look.

Pair it with khaki pants for a sophisticated and intellectual appearance reminiscent of characters from affluent backgrounds in romantic literature.

Tweed Blazer

Due to its origins as attire for rural gentlemen engaged in hunting during the late 1800s, the tweed jacket possesses a deep-seated association with old wealth.

When donning a finely tailored tweed suit, individuals of any gender can effortlessly exude the air of having just stepped off the grounds of their family’s ancestral estate that has stood for centuries.

V-Neck Knit Sweater & Sweater Vests

Many sports are affordable, but those favored by the wealthy often come with a high price tag.

Being skilled in expensive sports like equestrian or tennis can signal a privileged upbringing spent at exclusive country clubs.

Despite appearing pampered, the affluent actually excel at these sports, having been coached by retired celebrity players and having had access to resources that others could only dream of.

While these elite sports may seem out of reach for some, it’s possible to adopt the old money style with a bit of effort and the right attire, such as V-neck knit sweaters, tennis skirts, and polo shirts.

Polo Shirts

Tennis Skirts & Other Tennis Wear Pieces

Plaids And Stripes

The Right Accessories

Basic hair ties, white footwear, colorful socks, and adorable sweaters are all excellent options.

Old Money Style: Powerful Women

Shiv in Succession has an elegant and alluring style that exudes confidence and sophistication.

Her outfits are consistently high-end, reflecting a strong and powerful women’s aesthetic.

Pro Tips:

Opt for well-defined outlines and precise, angular elements.
Incorporate a larger selection of professional attire, including shirts, suits, trench coats, and pencil skirts.
Prioritize high-quality fabrics to ensure a polished appearance for the clothing.

Old Money Style: Wealthy Feminine

To achieve this style, you’ll need to incorporate more feminine items such as pointed heels, elegant handbags, women’s jackets, and chiffon.

Additionally, include classic elements like a pearl necklace, silk scarves, and brooches.

While doing so, aim for a moderate style that doesn’t seek excessive attention to avoid resembling new money celebrities from Los Angeles.

It’s also beneficial to incorporate a few well-known classic brand names.

How To Wear Old Money Style For A Casual Vacation

For a laid-back getaway, consider embracing the vintage charm of old money style by incorporating striped pieces into your casual wardrobe.

Opt for a striped shirt, skirt, or trousers during the warmer months, and switch to a knitted striped piece for the fall season.

Not only are these items comfortable and stylish, but they also showcase your exceptional fashion sense.

The Old Money Socialite Lifestyle Fashion Guide: What To Wear To Social Gatherings

As a part of the established wealthy class, one is expected to participate in grand events.

Women often opt for a sleek and refined evening gown.

What sets the Old Money style apart is its adherence to a distinct dress code, even in settings with fierce fashion competition.

Old Money individuals prefer elegant, understated styles, even when selecting dresses with some revealing features, favoring tasteful designs above all else.

Both genders opt for a classic and timeless style that remains fashionable for years to come, defying the passage of time.

Best Old Money Fashion Brands: Where To Buy Old Money Aesthetic Outfits

What Brands Are Old Money Aesthetic Brands?

For those seeking a classic old money aesthetic, it’s best to steer clear of flashy logos, which tend to be favored by the nouveau riche and exude a new money vibe.

Instead, opt for high-quality, refined designs without brand logos or designer labels.

This means luxury brands like Louis Vuitton and Gucci are typically not associated with old money.

The true purveyors of the old money aesthetic include Chanel, Loro Piana, Ralph Lauren, Barbour, Ermenegildo Zegna, Brunello Cucinelli, Brioni, and Armani.

If you’re on a budget, consider affordable alternatives in neutral colors while ensuring your entire look is composed of neat, clean, and simple pieces.

Ralph Lauren

For decades, Ralph Lauren has embodied the timeless elegance of old money fashion, staying true to its discreet brand while disregarding passing trends in the fashion world.

If you seek a more genuine old-money style, look no further than Ralph Lauren’s runway shows and lookbooks for inspiration.

The brand excels at utilizing classic, understated pieces to elevate any outfit.

I’m not suggesting that everyone should strive to be wealthy or splurge on Ralph Lauren’s Purple Label products and an excessive wardrobe.

Instead, study how this brand combines clothing pieces and use that as a model to find similar items and create your outfits.

Shop The Brand

Brunello Cucinelli

Brunello Cucinelli, a prominent Italian luxury brand, is renowned for its expertise in crafting high-quality, expensive, and comfortable cashmere garments that effortlessly complement other clothing.

The brand has mastered the art of creating a low-key luxury style using top-notch cashmere fabrics, making it a standout in the industry.

Shop The Brand

This post was all about old money aesthetic outfits.

About The Author

Tracy is an experienced personal stylist, shopping expert, and fashion & lifestyle blogger. She has been featured on Time Magazine, Bustle, Best Life, Glam, The Zoe Report, Mic, and GOBankingRates, for her insights on fashion, beauty, home decor, and lifestyle. Read More

Follow our Pinterest for daily fashion and lifestyle inspiration.

Related Posts:

Browse All Fashion Posts