Dress Old Money Style with 17 Must-Have Fashion Essentials

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The Old Money style – also known as ‘Quiet Luxury’ or ‘Stealth Wealth,’ – conveys heritage, long-standing social status, and a commitment to timeless quality over fleeting fashion trends.

Drawing aesthetics from Preppy, Sloane Ranger, BCBG, and Countryside styles, the Old Money look depicts multiple generation affluent American and European families.

In this article, I’ll introduce you to the main clothes, footwear, and accessories you need to create several Old Money-style outfits and look like the aristocratic class.

Old Money fashion style

1. Royal Navy Blazers

Three-button double-breasted (or single) blazers with aesthetic roots in British naval attire are the foundation of any Old Money style.

Best for: corporate meetings, business events

Recommended Brands: Brooks Brothers, Ralph Lauren, Loro Piana

Ralph Lauren Single Breasted Blazer Brookes Brothers Double Breasted Navy Blazer

2. Aran Sweaters

Knitted from wool and recognizable by their intricate cable patterns, Aran sweaters originate from the Aran Islands off the coast of Ireland.

Best for: skiing trips, hiking expeditions, New Year’s Eve celebrations

Recommended Brands: Inis Meáin, Ralph Lauren

Plated Aran Turtle Neck Aran-Knit Wool-Blend Crewneck Sweater

3. Oxford Shirts

Oxford cloth shorts with button-down collars are an American adaptation of traditional British polo shirts in thick cotton.

Best for: office settings, business-casual dinners, and under a blazer at academic events

Recommended Brands: Gant, Tommy Hilfiger, Ralph Lauren

Oversized Fit Luxury Oxford Shirt Regular Fit Stretch Cotton Oxford Shirt

4. Stripy Polo Shirts

With roots in polo – a game associated with wealthy families, high-quality cotton piqué polo shirts with navy, forest green, or burgundy stripes are critical in creating an Old Money look.

Best for: golf matches, yacht club gatherings, casual brunch

Recommended Brands: Lacoste, Fred Perry, Ralph Lauren

Made In France Organic Cotton Striped Polo Slim Fit Cable-Knit Polo Shirt

5. Tapered Chinos

Originating from military uniforms and made from durable cotton twill, tapered chinos in earth tones like khaki or olive green are the ideal bottom-wear choice in the Old Money style.

Best for: business-casual events, art gallery openings, casual dinners

Recommended Brands: J.Crew, Dockers

Vintage slim-straight corduroy pant Weekend Chinos, Slim Fit

6. Cricket Pullovers

Cricket pullovers are a direct adaptation of the traditional cricket uniforms – another sport played by Preppies and wealthy Ivy League students – hence its association with the Old Money look.

Best for: attending cricket matches, garden parties

Recommended Brands: Gant, Ralph Lauren

Cable-Knit Cotton Cricket Sweater The Spelman Collection Cricket Sweater

7. V-neck Cardigans

Very common in academic settings and formal dinners, V-neck cardigans are versatile layering garments in most Old Money outfits.

Best for: Academic lectures, formal dinners, art gallery openings

Recommended Brands: J.Crew, Burberry, Loro Piana

Cotton-blend cropped V-neck cardigan sweater Check Wool Blend Cardigan

8. Penny Loafers

Crafted from premium leather or suede, penny loafers epitomize the Old Money ethos of understated luxury and timeless appeal suitable for anything, from business-casual to academic events and weekend brunches.

Best for: Business-casual events, academic symposiums, brunch meetings

Recommended Brands: Bass Weejuns, Gucci, Tod’s

Women's Gucci Jordaan Loafer Kate Loafers in Leather

9. Brogues

Recognizable for their intricate perforations, brogue shoes are a testament to British heritage and artisanal craftsmanship and are ideal for formal events where a polished Old Money appearance is paramount.

Best for: Formal dinners, weddings, and corporate galas

Recommended Brands: Church’s, Crockett & Jones

Brushed calfskin lace-ups in Black Tan and Ivory Burnished Calf Brogues

10. Sperry Top-Sider Boat Shoes

Initially designed for better traction on boat decks, Sperry Top-Sider shoes have become a signature element in Old Money style.

Best for: Yachting, beachside events, casual summer parties

Recommended Brands: Sperry, Sebago

Women's Koifish Stripe Boat Shoe Jackman Woman Boat Shoes

11. Wingtip Boots

Characterized by a pointed-toe cap that extends along the sides of the boots, the Wingtip boots are a traditional footwear choice in the Old Money style.

Best for: Formal winter events, upscale dinner parties, art gallery openings

Recommended Brands: Allen Edmonds, Church’s, Grenson

Wingtip Polished Fumè Brogue Chelsea Boot Tabac Wingtip Fran Boots

12. Leather Belts

High-quality brown or black thin leather belts are a must-have accessory to complete the Old Money look.

Best for: paired with chinos or dress trousers for formal and semi-formal events

Recommended Brands: Hermès, Gucci, Salvatore Ferragamo

Jumbo Belt Buckle & Reversible Leather Strap Gg Marmont Jumbo Gg Wide Belt

13. Silk Ties

Silk ties in traditional patterns like paisley, stripes, and argyle shapes to add a touch of Preppy sophistication.

Best for: Business meetings, formal dinners, and weddings

Recommended Brands: Charvet, Turnbull & Asser, Brooks Brothers

Slim Navy And White Blazer Stripe Repp Silk Tie Silk Blod Tri-Color Striped Tie

14. Pocket Squares

Pocket squares made of silk or linen are an essential Old Money accessory used to confer Navy blazers or suit jackets with visual details.

Best for: charity events, operas, and upscale dinner parties

Recommended Brands: Tom Ford, Paul Smith, Ralph Lauren

Silk Pocket Square Silk 'Signature Stripe' Pocket Square

15. Leather Gloves

High-quality lightweight leather gloves are vital in conferring the overall Old Money look with an air of exclusivity and refinement.

Best for: winter events, horse races, golfing events

Recommended Brands: Dents, Hestra, Fratelli Orsini

Women’s Touchscreen Wool-Lined Leather Gloves with Bow Hairsheep 3 BT Piqué Cashmere

Cufflinks are significant accessories in the Old Money style and often feature monograms or family crests.

Best for: black-tie events, formal dinners, and crucial business meetings

Recommended Brands: Tiffany & Co., Cartier, Dunhill

Acorn Cuff Links Santos De Cartier Cufflinks

17. Classic Watches

Classic-style wristwatches with straps of rare leather are the finishing touch for the Old Money style.

Best for: Everyday wear, business meetings, and formal events

Recommended Brands: Patek Philippe, Rolex

patek philippe Classic Watch classical rolex watch


What is Considered Old Money?

Old Money Style

While the term ‘Old Money’ is contemporary, the fashion style has roots in the looks of British, American, and European aristocratic families of the early 20th century.

With a rich heritage, army history, and prestigious educational institutions such as European boarding schools and Ivy League colleges, these wealthy families are at the core of this style.

Old Money Style

The Old Money style has roots in the traditional dress codes of these institutions and the leisure activities these families engage in, such as sailing, polo, and golf, hence the emphasis on navy blazers with brass buttons, penny loafers, chinos, and cable-knit sweaters.

While Old Money clothing brands have made the style available to the general public, the look is still associated with generational wealth, social status, conservatism, and traditional values.

Old Money Similar Fashion Styles

PreppyIvy League | Yuppie | Sloane RangerSouthern preppy | Northern Preppy

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After years of managing hundreds of fashion brands from London's office of a global retailer, Mandy has ventured into freelancing. Connected with several fashion retailers and media platforms in the US, Australia, and the UK, Mandy uses her expertise to consult for emerging fashion brands create top-notch content as an editorial strategist for several online publications.

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