In a world dominated by fleeting trends and mass-produced fashion, the “Old Money” aesthetic stands apart.
It embodies heritage, quiet confidence, and a meticulous approach to dressing – where quality, fit, and timeless appeal matter more than flashy logos or seasonal fads.
For young men aspiring to project the effortless sophistication of generational wealth, the right wardrobe is key.
Traditionally, Old Money style revolves around bespoke tailoring, natural fabrics, and a restrained colour palette.
Brands like Hermès, Loro Piana, and Brunello Cucinelli are paragons of this aesthetic, but achieving the look doesn’t require an aristocratic bank account.
The secret lies in selecting well-crafted, understated menswear from brands prioritising heritage, quality, and longevity without an exorbitant price tag.
Below is a curated selection of brands that will allow you to embody Old Money style with authenticity – without compromising on quality or elegance.
1. Ralph Lauren – The Icon of Preppy Luxury
Few brands capture the refined, East Coast sophistication of Old Money style quite like Ralph Lauren.
Inspired by American Ivy League, English countryside, and equestrian traditions, Ralph Lauren’s designs are synonymous with classic menswear.
While the RL Purple Label collection is ultra-luxurious, the Polo Ralph Lauren line offers the same refined aesthetic at a more accessible price.
Think structured blazers, perfectly cut chinos, and cashmere knitwear—the foundations of an Old Money wardrobe.
Best for:
- Oxford cotton button-down shirts – A staple in any gentleman’s wardrobe, ideal for layering under knitwear or wearing beneath a tailored jacket.
- Cable-knit cashmere jumpers – Timeless, textured, and ideal for effortless layering in autumn and winter.
- Single-breasted navy blazers – Versatile, structured, and exuding Ivy League charm.
- Beige or navy chinos – A classic alternative to denim, perfect for achieving a refined yet relaxed look.
- Penny loafers – Elegant and comfortable, these slip-on shoes add a touch of effortless class.
2. Brooks Brothers – The Heritage Tailoring House
Established in 1818, Brooks Brothers is America’s oldest menswear brand and a cornerstone of Old Money style.
Worn by presidents, financiers, and Ivy League alumni, the brand epitomises quiet luxury through impeccable tailoring and premium fabrics.
While their bespoke suiting remains an investment, their ready-to-wear collections offer timeless menswear essentials at a reasonable price.
Brooks Brothers‘s commitment to craftsmanship makes them an essential brand for young men seeking a wardrobe steeped in tradition.
Best for:
- Classic Oxford shirts – Known for their perfect collar roll and soft cotton fabric, they define effortless preppy style.
- Herringbone wool trousers – A refined alternative to chinos, perfect for pairing with loafers or brogues.
- Cashmere V-neck jumpers – Soft, warm, and sophisticated, these knitwear pieces elevate any look.
- Double-breasted navy blazers – A power piece for any gentleman, ideal for formal or semi-formal occasions.
- Repp ties – The quintessential Ivy League accessory, best paired with Oxford shirts and blazers.
3. J.Crew – Preppy Refinement with a Modern Edge
J.Crew blends classic American preppy style with a contemporary touch, making it a go-to brand for young men looking to refine their wardrobe without sacrificing accessibility.
Inspired by East Coast heritage style, J.Crew delivers well-tailored essentials that align perfectly with Old Money aesthetics.
Their Italian-made knitwear and outerwear, in particular, offer a luxurious feel without an excessive price tag, making J.Crew is an excellent entry point into sophisticated menswear.
Best for:
- Italian cashmere sweaters – Exceptionally soft and available in timeless hues like navy, grey, and camel.
- Wool-blend overcoats – Structured, classic, and ideal for layering over formal or smart-casual ensembles.
- Tailored cotton chinos – Cut to perfection with just the right tapering.
- Classic white dress shirts – A wardrobe essential for casual and formal occasions.
- Suede desert boots – A refined yet relaxed footwear that pairs seamlessly with chinos or tailored trousers.
4. Massimo Dutti – European Elegance Without the Excess
Massimo Dutti, often described as Zara’s refined older brother, specialises in European-inspired tailoring and luxurious fabrics at accessible prices.
The brand’s aesthetic is steeped in timeless minimalism, offering pieces that reflect the Old Money philosophy of quiet sophistication.
With a strong focus on premium materials like wool, silk, and cashmere, Massimo Dutti’s collections cater to men who favour classic silhouettes and impeccable craftsmanship without the need for ostentatious branding.
Best for:
- Wool overcoats – Sharp, tailored, and ideal for winter layering.
- Leather penny loafers – A staple of Old Money footwear, perfect for casual and formal attire.
- Tailored suits – Offering classic cuts and fine wool blends without the exorbitant price.
- Lightweight merino wool knitwear – A refined layering essential.
- Silk pocket squares – A subtle finishing touch for a sophisticated look.
5. Drake’s – British Sartorial Excellence
For those drawn to classic British tailoring with a touch of relaxed elegance, Drake’s is a brand worth investing in.
Founded in London, Drake’s merges Savile Row tailoring with Ivy League silhouettes, creating a perfect balance between refinement and nonchalance.
The brand is renowned for its handmade ties and beautifully constructed tailoring, ensuring every piece feels effortlessly sophisticated.
Drake’s garments embody the charm of an English gentleman—perfect for young men looking to channel Old Money style with authenticity.
Best for:
- Unstructured blazers – Softly tailored and designed for a relaxed, effortless look.
- Wool and silk ties – A signature piece of the brand, crafted with impeccable attention to detail.
- Oxford button-down shirts – Cut with a slightly relaxed fit, ideal for layering.
- Knitted silk ties – A touch of refinement without excessive formality.
- Classic herringbone coats – A staple outerwear piece that exudes timeless British style.
6. Sunspel – The Foundation of Daily Elegance
True Old Money style is built on effortless refinement, where even the most basic garments exude quiet luxury.
Sunspel, a British heritage brand dating back to 1860, has mastered the art of understated essentials by crafting timeless, impeccably made basics that serve as the foundation of an elegant wardrobe.
Worn by British aristocrats, Hollywood icons, and style-conscious men alike, Sunspel’s dedication to superior materials and refined simplicity ensures that each piece remains relevant for decades.
Best for:
- Sea Island cotton T-shirts – The epitome of everyday luxury, known for their unmatched softness and durability.
- Fine merino wool polo shirts – A sophisticated alternative to casual polos, ideal for layering under blazers.
- Classic loopback sweatshirts – A refined take on casualwear, blending comfort with quiet elegance.
- Tailored wool trousers – Perfectly cut for a relaxed yet polished look.
- Lightweight cashmere scarves – An understated winter accessory that adds refinement without excess.
7. Uniqlo U – Minimalist Essentials with a Sartorial Edge
While Uniqlo may seem like an unexpected addition, the Uniqlo U line—helmed by legendary designer Christophe Lemaire—elevates minimalist menswear to an entirely new level.
With a focus on premium fabrics, timeless cuts, and muted tones, Uniqlo U offers an accessible way to curate an Old Money wardrobe without compromise.
The beauty of Uniqlo U lies in its versatility. Each garment complements a refined wardrobe, allowing young men to blend high-street affordability with the tailored precision of classic European menswear.
Best for:
- Extra-fine merino wool jumpers – Soft, breathable, and available in classic neutral hues.
- Tailored wool trousers – A sophisticated alternative to jeans, offering a refined silhouette.
- Minimalist trench coats – Lightweight, versatile, and ideal for layering.
- Premium cotton Oxford shirts – Crisp, structured, and perfect for smart-casual dressing.
- Cashmere blend overcoats – A polished outerwear essential that rivals high-end brands.
8. Spier & Mackay – The Modern Gentleman’s Tailor
For young men looking to embrace impeccable tailoring without the exorbitant costs of Savile Row, Spier & Mackay offers an exceptional balance between quality and affordability.
This Canadian menswear brand has gained a cult following for its well-constructed suits, handmade details, and commitment to classic menswear silhouettes.
Unlike many mass-market tailoring brands, Spier & Mackay prioritises high-end fabrics like English flannel and Irish linen while maintaining accessible pricing.
Their structured yet modern aesthetic makes them an essential addition to an Old Money wardrobe.
Best for:
- Full-canvas wool suits – Traditional craftsmanship at a fraction of luxury brand prices.
- Unstructured linen blazers – A relaxed take on tailoring, ideal for summer.
- Spread-collar dress shirts – Expertly tailored, designed for both casual and formal wear.
- Pure wool overcoats – Classic, elegant, and essential for colder months.
- Italian leather dress shoes – Well-crafted footwear that exudes quiet sophistication.
9. Everlane – Suble Luxury with Ethical Craftsmanship
For young men who appreciate quiet luxury and ethical manufacturing, Everlane delivers timeless menswear with a modern sensibility.
Known for its transparency in production and commitment to sustainable fabrics, Everlane offers premium basics that seamlessly align with Old Money aesthetics.
The brand focuses on sharp tailoring, muted colour palettes, and high-quality materials, ensuring each garment remains relevant season after season.
If you value classic refinement and durability, Everlane is a solid foundation for an elegant yet understated wardrobe.
Best for:
- Wool-blend blazers – Minimalist, structured, and ideal for both smart and semi-formal occasions.
- Classic trench coats – A timeless outerwear piece that elevates any outfit.
- Cashmere crewneck jumpers – Soft, lightweight, and luxurious without being ostentatious.
- Italian leather loafers – Understated, versatile, and crafted for longevity.
- Tailored wool trousers – An excellent alternative to jeans, perfect for achieving effortless sophistication.
10. Cordings – Quintessential British Heritage
For young men who admire the aristocratic elegance of traditional British menswear, Cordings is an essential brand.
Established in 1839 and once co-owned by Eric Clapton, Cordings specialises in classic tailoring and country-inspired refinement.
From houndstooth jackets to finely tailored wool trousers, Cordings embodies the understated luxury of English gentlemen prioritising quality, tradition, and durability.
Whether worn in the city or the countryside, Cordings’ pieces exude the quiet confidence associated with Old Money heritage.
Best for:
- Tweed sports jackets – A signature piece of British elegance, perfect for layering.
- Wool and cashmere overcoats – Time-honoured outerwear built to last a lifetime.
- Classic Tattersall shirts – A refined country essential that pairs effortlessly with tailored blazers.
- Corduroy and moleskin trousers – Ideal alternatives to jeans, offering depth and texture.
- Handmade silk ties – A subtle statement of heritage and craftsmanship.
Mastering the Old Money Look Look
Achieving the Old Money aesthetic is not about following trends or chasing designer logos.
It is about embracing an enduring philosophy – one that values quality over quantity, refinement over excess, and tradition over fleeting fashion cycles.
Every brand on this list offers a pathway to sophistication without needing ostentation.
By curating a wardrobe with expertly tailored suits, fine knitwear, classic footwear, and subtle accessories, you establish a style that reflects confidence, heritage, and effortless elegance.
Ultimately, true Old Money style is about attitude as much as it is about clothing.
Carry yourself with quiet confidence, invest in garments that stand the test of time, and prioritise craftsmanship over conspicuous branding.
In doing so, you will cultivate a wardrobe—and a presence—that speaks of refinement, success, and an appreciation for the finer things in life.
Style Like A True Gentleman
Before we say goodbye, here’s one of the best-kept secrets in men’s styling circles, a secret that only a few expert image consultants know or are willing to share.
First and foremost, professional styling requires knowing your unique body shape and seasonal colour palette – paramount factors in choosing perfectly fitting clothes in colours that complement your skin, eyes, and hair.
Only then can a stylist engage in styling by occasion, location, season, and time of day, with garments, footwear, and accessories from stylistically relevant heritage fashion brands to depict high confidence and success.
Best part? You can find your body shape, seasonal colour palette, and ideal fashion style in less than 5 minutes by yourself, for free, thanks to our four simple steps:
1. Find Your Body Shape
Different garments flatter different silhouettes, so knowing your body shape is the first step in dressing like a confident man.
To find out your unique body shape, take our free body shape quiz for men.
Once you know your unique body shape, take the second free quiz to discover your unique colour palette.
2. Find Your Unique Colour Palette
Remember, the garments that compose your outfits come in various colours, and you must ensure that each hue complements your natural colour.
To do that, you have to find out your seasonal colour palette, and you can do it by taking our free seasonal colour quiz for men.
3. Find Your Ideal Fashion Style
By now, you should already know your body shape and unique colour palette; the next step is to discover your ideal personal fashion style.
The fastest and simplest way is to take our free fashion style quiz for men; it includes your ideal style, outfit ideas, relevant fashion brands, and much more.
4. Professional Image Consultancy with The VOU
And if you want to style like a professional, by occasion, location, season, and time of the day, you can always ask our expert image consultants and fashion stylists for help.
Our styling services for men are the most comprehensive and detailed on the market, backed up by leading stylists who will guide you step by step in creating looks that communicate affluence, elegance, and endless accomplishments.
Remember, wearing luxury brands isn’t enough; to look stylish, confident, and successful, you must first know your body shape, colour palette, and ideal personal style, and only then style by occasion, location, season, and time of day.
Contact us today to save headaches, time, and money – it’s time to dress like a confident, successful gentleman of exquisite fashion taste – the first styling assessment is on us!
With years of expertise in high-end fashion collabs and a PhD in Sustainable Fashion, Ru specialises in curating eco-luxe wardrobes for the modern gentleman seeking understated refinement.
With over twenty years of front-row fashion and styling events, collabs with haute-couture houses, and a PhD in Luxury Fashion, Laurenti is an expert in crafting personalised looks that depict old-money sophistication.