My Favorite 20 Old Money Dresses I Can’t Live Without 2024

Chances are, you’re no stranger to the “old money” look. This vogue style conveys a sense of wealth and sophistication. Embracing this aesthetic in their attire, individuals aim to exude an air of luxury and opulence, enhancing their perceived wealth.

This article will discuss 20 dresses that will make you fit just right in.

Our Favorite 20 Old Money Dresses We Can’t Live Without Anymore

1. A-Line Skirt Dress

A-Line Skirt old money gown

2. Draped Velvet Dress

20 Old Money Dresses That Make You Look Expensive

3. Knitted Sweater Dress

20 Old Money Dresses That Make You Look Expensive

4. Knitted Dress

20 Old Money Dresses That Make You Look Expensive

5. Solid Color Midi Dress

20 Old Money Dresses That Make You Look Expensive

6. Mini Black Dress

old money black dress

7. Plain Yellow Dress

20 Old Money Dresses That Make You Look Expensive

8. Pastel Dress Paired With White Gloves

20 Old Money Dresses That Make You Look Expensive

9. Plaid Tweed Blazer Dress

20 Old Money Dresses That Make You Look Expensive

10. Plaid Dress

old money prom dress

11. Sheath Dress

old money cocktail dress

12. Silk Dress

old money formal dresses

13. Silk Dress Under An Oversized Sweater

20 Old Money Dresses That Make You Look Expensive

14. Sweetheart Cashmere Dress

20 Old Money Dresses That Make You Look Expensive

15. Tulle Dress

old money evening dress

16. Tweed Dress And Black Tights

20 Old Money Dresses That Make You Look Expensive

17. Tweed Dress Suit

old money style dresses

18. White Button-Down Shirt Underneath A Black Dress

Old Money Dresses

19. White Dress Paired With A Vest

Old Money Dresses

20. White Poplin Dress

White Poplin Dress Old Money Dresses

How Do You Dress Like Old Money? 

You can look costly and attractive by doing a few straightforward things to your dress and general appearance. With just a few easy tips, you may completely transform your current wardrobe, giving it an expensive, elegant look and feel. 

The first thing to consider when shopping for an old-money dress is the color palette. You want to choose a rich color palette to enhance your features, especially if you want to make a statement with your outfit.

It should be flattering on your skin tone and complement your features so it looks like they were made for each other. If you want to go bold and bright, opt for a red dress or burgundy—you won’t regret it.

A simple and handy tip, especially in the summer, is to opt for lighter colors such as white, light blue, pink, yellow, or other light pastel shades. This is because the wealthy understand that light colors protect them from direct sunlight and make them appear neater, friendlier, and, most importantly, chicer.

The next thing you should consider is investing in classic jewelry pieces you can use to accessorize. Adding appropriate jewelry to your look can transform a simple ensemble into one that oozes chic sophistication. 

Always remember to maintain a classic, refined style that isn’t overly flashy. A girl would always prefer wearing jewelry made of gold or rose gold over silver or platinum, and diamonds are a girl’s best friend. Style your ensemble with stunning gold earrings, and don’t forget to accessorize with your favorite rings.

Ensure your jewelry doesn’t overpower or look out of place with your clothing. Although it could be popular at some times, always remember that looking pricey also makes you appear sophisticated.

What is the Old Money Style Called? 

20 Old Money Dresses That Make You Look Expensive

The “quiet luxury” or “old money” aesthetic frequently features preppy, monochrome, and subtly opulent attire. Unlike the new money style, these clothes don’t have any logos at all, which may or may not suit your tastes.

The nobility or aristocracy is fundamentally referred to as Old Money. It concerns persons who received their fortune through inheritance rather than hard effort. The style is reminiscent of the preppy look that was in style a few years ago, but in a more sartorial variation, as if you just got back from the tennis club. 

What Brands Do Old Money Use? 

20 Old Money Dresses That Make You Look Expensive

Flashy logos that scream, “Look at me, I want to look rich,” are probably something that wealthy, “old money” people despise the most. You won’t see anyone with old money walking around like this because they don’t need the flashiness that designer brands have, and most don’t even find these brands elegant.

Most old-money people prefer high-quality materials and a good fit over brand—-this means that it doesn’t matter to them whether or not the clothes they’re wearing are recognizable from the outside, such as which brand an item is.

However, Ralph Lauren* and Lacoste* come to mind when thinking about this ultra-classic, very stylish style—there is no denying it. Their brands do not have their logos annoyingly stamped on every clothing pattern. This is evident by the fact that early November saw a 98% rise in clicks for the label on the international platforms of the global fashion search platform Stylight compared to last year.

What Did the Wealthy Wear in the 1920s? 

Wealthy ladies were still expected to wear morning to afternoon dresses in the early 1900s. These “tea gowns” or afternoon dresses were less fitted than evening gowns, had long, flowing sleeves, and were embellished at the waist with sashes, bows, or fake flowers.

However, they won’t tell you that people born into old money had their clothing tailored. A fitted dress, or any item of clothing, is a simple method to look expensive and ensure that it fits you well. This indicates that many affluent people in the 1920s had seamstresses who made their clothes to fit them precisely.

Having tailor-made clothes also means that they will have to wait a few days before they can wear them, but this does not seem to matter because the clothing you get is nipped and tucked to fit you like a glove so that it will be worth it.

What Symbolizes Old Money? 

The old money community benefits greatly because they don’t need to impress anyone or prove their wealth because they know where they came from. They have the wealth, they come from wealth, and they know that everyone else also knows they already have it.

The “Old Money” aesthetic is a trend that has been sweeping the fashion world. It’s all about looking rich, but not in a flashy way. The trend is characterized by dresses made from high-quality fabrics and embellished with intricate details and rich colors.

Dresses like these are perfect for those who want to look and feel luxurious without spending a fortune. They’re also great for people who want to dress up more than usual for work and still look professional.

How Can You Tell if Someone has Old Money?

20 Old Money Dresses That Make You Look Expensive

The answer to this question is simple—you can tell by their clothes. People with old money only wear the best fabrics because they understand how quickly a lousy fabric can ruin an outfit. While most people believe that regular people do not notice the fabric composition of your outfit, they do—-unfortunately.

Perhaps not the direct fabric mix, but you can see these items’ poor production and manufacturing. Pieces made primarily of synthetic fabrics are frowned upon and will not be tolerated. These fabrics will only make you sweat excessively, will always make you look cheap, and will make you look anything but elegant.

Wealthy people prefer to own high-quality materials such as linen, cotton, wool, silk, or cashmere rather than many low-quality pieces from the worst of almost all fashion stores.

Some believe that becoming old money is as simple as looking the part or adopting a lifestyle similar to theirs; yet, in reality, old money is primarily determined by your family history. However, the bulk of Old Money individuals do not, and they genuinely rely on their inheritance to carry on for future generations. Although many Old Money people end up losing their money or finishing their inheritance within their lifetime, this is not the case for everyone.

This is the real reason you could run with Old Money folks who lead simple lives without engaging in excessive spending, especially behaviors that we often associate with wealthy people.


What does old money dress like?

Old money dress in a classic, timeless style that exudes elegance and sophistication. Key pieces include blazers, midi skirts, riding boots, and simple white sneakers. Princess Diana is a famous icon of the Old Money aesthetic.

Where to shop old money outfits?

Etsy is a popular destination for unique and custom-made Old Money clothing and outfits. Many sellers offer free shipping on orders of USD 35 or more within the same shop.

How to dress like the old money aesthetic?

To dress like the Old Money aesthetic, opt for classic, timeless pieces such as blazers, midi skirts, and riding boots. Incorporate neutral colors and clean lines. Accessorize with simple, elegant jewelry and a structured handbag.

What are old money colors?

Old Money colors include neutral tones such as beige, ivory, and cream and classic colors like navy, black, and white. Earthy shades like olive green and camel are also commonly used. Avoid bright, trendy colors and patterns.

*Disclosure: We only recommend products we would use ourselves and all opinions expressed here are our own. This post may contain affiliate links that we may earn a small commission at no additional cost to you.

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Elisa Steffes reviews designer fashion brands and elegant pieces for a living. She also loves Old Money Brands and is passionate about writing about topics related to this classic style.
She has close to 3 years of experience in SEO and has taken the Streetstylis Pinterest account to one of the most popular magazines on Pinterest and Instagram.
When she's not working, you'll find her doing Pilates, dancing or hanging out with her friends in Malta.

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