How to Style a Polo Shirt for a Perfect Old Money Outfit

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There’s something effortlessly refined about a classic polo shirt—it whispers sophistication without trying too hard. Once a staple of elite leisurewear, the polo has made its way into the modern woman’s wardrobe as a symbol of quiet confidence and timeless elegance. In this guide, we’ll show you how to style a polo shirt the old money way—think understated colors, tailored silhouettes, and a polished aesthetic that feels both elevated and relaxed. If you want to look like you just stepped out of a country club in the South of France or a summer estate in the Hamptons, keep reading.

Ralph Lauren

1. Choosing the Perfect Polo Shirt

Before you even think about styling, you need the perfect polo. Not all polos are created equal, and the wrong one can make you look like you’re about to ask for the manager at a country club.

Fabric Matters 

Piqué cotton: The gold standard. It’s breathable, slightly textured, and holds its shape. Ralph Lauren’s polo shirts? Mostly piqué. Coincidence? Nope. 

Merino wool: For a more elevated, seasonless look. Perfect if you want to channel that *European aristocrat* vibe. 

Silk or silk-blend: Ultra-luxe, but high-maintenance. Best for evening or dressier occasions. 

Avoid: Cheap, thin cotton that wrinkles if you so much as glance at it. 

Fit is Everything 

Slim, but not tight: You want a tailored look, not a second skin. If you can see every ab (or lack thereof), size up. 

Sleeves should hit mid-bicep: Too long = sloppy. Too short = questionable. 

Length: Tuckable, but not so long it bunches up. 

Pro Tip: If you’re between sizes, go for the larger one. Tailoring is your friend. 

 

Alice and Olivia
Tommy Hilfiger
Thom Browne
Lands End

2. Colors That Exude Quiet Luxury

Old money style thrives on neutral, refined hues—nothing loud, nothing trendy.

The Essentials:

  • Crisp white: The ultimate in clean, sophisticated versatility.

  • Soft ivory or ecru: A slightly warmer alternative to white, perfect with tan or camel tones.

  • Navy blue: Timeless and impossibly chic, pairs effortlessly with white, khaki, or gold accents.

  • Blush pink or powder blue: Subtle, feminine, and eternally elegant.

  • Burgundy or olive green: Rich, understated shades that feel expensive.

Avoid: Neon colors, oversized logos, or anything with a “sporty” vibe (save that for the gym).

How to Style Your Polo for Effortless Elegance

Now, the fun part—making your polo look intentionally chic without trying too hard.

Casual Sophistication

  • With high-waisted linen trousers: Tuck in your polo, add a woven belt, and slip on loafers or minimalist sandals. Instant Capri getaway energy.

  • With a midi skirt: A navy polo tucked into a pleated cream skirt? Perfection.

Smart Casual

  • Under a blazer: Pair a white polo with a tailored beige blazer and straight-leg trousers for a modern take on power dressing.

  • With a cashmere cardigan: Drape it over your shoulders for that I summer in the Hamptons vibe.

Relaxed (But Still Polished)

  • With well-fitted jeans: Dark or white denim, no distressing, paired with leather slides or ballet flats.

  • With tailored shorts: Opt for Bermuda-length in neutral tones—no frayed hems or cargo pockets.

4. Accessories That Elevate the Look

The right finishing touches make all the difference.

Shoes

  • Loafers (sockless or with hidden no-show socks): The ultimate in effortless polish.

  • Leather sandals: Strappy but minimalist—think The Row or Ancient Greek Sandals.

  • Ballet flats: A timeless, feminine touch.

Jewelry & Watches

  • Delicate gold jewelry: A thin chain, small hoop earrings, or a simple bangle.

  • A classic watch: Leather strap, understated face—no oversized dials.

Bags & Belts

  • Structured leather tote: Perfect for day-to-night versatility.

  • Woven belt: Coordinates with your shoes for a pulled-together look.

What NOT to Do

Even the best polo can be undone by a styling misstep. Steer clear of:

  • Tucking into low-rise bottoms: High-waisted or mid-rise silhouettes keep it elegant.

  • Pairing with athleisure: Unless you’re actually working out, skip the leggings or sneakers.

  • Over-accessorizing: A few delicate pieces are all you need—no chunky statement jewelry.

Final Thoughts: The Old Money Mindset

True old money elegance isn’t about labels—it’s about confidence, quality, and restraint. It’s looking polished without appearing like you spent hours getting dressed.

So next time you reach for your polo, channel Carolyn Bessette-Kennedy’s quiet confidence or Princess Diana’s sporty grace. And remember: the most luxurious thing you can wear is the certainty that you look impeccable.

Now go forth and embrace understated chic. ✨

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