A person with short, dark hair is seated on a dark grey block, wearing a Versace crepe light pink short sleeve mini dress and white heeled sandals that exude the timeless elegance of old money outfits. The light grey background highlights their neutral expression as their hands rest gracefully on their knees.

VERSACE

The Dress Edit

Old Money Dresses Inspired By The Best US Open Looks

 

From The US Open To Your Closet

 

Obsessed with old money dresses and tennis inspired fashion? Me too. In fact, I’m so obsessed, I’ve based my latest finds around the trends. After all, old money styles practically never age—they’re always in. From colored shirt dresses to straight-fitted minis, there’s a world of them out there. Plus, they just so happen to be appropriate for any and every occasion.

 

If you didn’t get the memo, the US Open was a runway for old money dresses. With celebrities and affluent attendees in the hottest designers, it was hard not to feel inspired. However, tennis matches usually attract stylish crowds. But with an attendance like this, it’s safe to say that these old money outfits will stay stocked in my closet until the next competition.

A model walks down a fashion runway wearing GIVENCHY black Belted Ribbed Wool Midi Dress—an epitome of old money outfits. She has sunglasses on and carries a brown handbag. The audience is seated on both sides of the runway.

GIVENCHY Belted Ribbed Wool Midi Dress

A woman stands against a plain background wearing the MAC DUGGAL mint green Sleeveless Beaded A-Line Mini Dress, accessorized with white gloves and holding a small white handbag. She has an afro hairstyle and appears to be posing for a fashion photo that exudes the elegance of old money dresses.

MAC DUGGAL Sleeveless Beaded A-Line Mini Dress

You Can Never Be Too Classy

 

The Fear Dressing “Too” Fancy

 

Don’t fear it. The secret to old money dresses is being a bit overdressed for the occasion, unless you’re headed somewhere fancy, of course. But that’s not all, the style is really about class and simplicity. If there was one piece as the trend’s mascot, make it this Self-Portrait boucle mini. Styles like these aren’t your everyday finds, but they sure are hidden gems. After all, Self-Portrait is one of the few designers basing their modern day looks on old money archives. And they give me every excuse to stock up on more designer mules—they’re the shoe mascot of the trend.

 

On a more sophisticated note, this Alessandra Rich silk dress is another gem I fell in love with. I’m not usually sold on solid pieces, but this dress ticks all the boxes for old money dresses. With a flattering silhouette, a versatile length, and a breathable fabric, it’s no wonder we saw many of these at the US Open. Pair it with Stuart Weitzman’s Stuart pumps and Ferragamo’s Prisma tote for a mysteriously stunning ensemble. And if I had to guess, at least one fashionista across the court wore something similar. This luxurious trio of brands are by far the best mix to get old money outfits.

Get The Old Money Look

  • L’ACADEMIE Marianna Izel Mini Dress

    $208
  • BRONX AND BANCO Courtney Mini Dress

    $750
  • TOPSHOP V-Neck Maxi Dress

    $75
  • L’ACADEMIE By Marianna Leona Mini Dress

    $238
  • RETROFÊTE Brooke Dress

    $378
  • FRAME Seamed Scoop Dress

    $298
  • SELF-PORTRAIT Guipure Lace Midi Dress

    $585
  • VALENTINO GARAVANI Appliquéd Wool And Silk-blend Mini Dress

    $5,500
  • GIVENCHY Belted Ribbed Wool Midi Dress

    $2,650
  • DIANE VON FURSTENBERG Gertrude Dress

    $358
  • SELF-PORTRAIT Boucle Mini Dress

    $555
  • LOVESHACKFANCY Moda Dress

    $495
  • MAC DUGGAL Sleeveless Beaded A-Line Mini Dress

    $298
  • LIKELY Morley Embellished Bouclé Mini Dress

    $268
  • SELF-PORTRAIT Bead-embellished Mini Dress

    $420
  • SHONA JOY La Lune High Neck Midi Dress

    $320
  • MAGGY LONDON Twist Neck Midi Sheath Dress

    $128
  • ALTUZARRA ‘Kieran’ Dress

    $1,295
  • VERSACE Stretch Crepe Mini Dress

    $1,990
  • ALESSANDRA RICH Silk Satin Short Sleeve Long Dress

    $2,320
  • ALESSANDRA RICH Polka Dot Silk Short Sleeve Long Dress

    $1,790

A Modern Take On The Trend

 

Don’t Miss These Old Money Dresses

 

Part of following trends is also following your own personal style to make it unique. While I love old money dresses, I do also love a bit of edge to my looks. One piece that blends both beautifully is the Retrofête Brooke dress. And while I usually steer clear of pink dresses, I couldn’t pass on it. Together with a flirtatious skirt and waist-hugging fit, Retrofête has done it again.

 

If you’re loving the mix of old and new, but aren’t sure how to style the balance, don’t skip tote bags. Believe it or not, the daily accessory also makes the perfect pairing to old money outfits. Available in an array of colors, the Prada Galleria mini bag screams old money. It isn’t the most spacious, it fits all of your essentials perfectly. For simple looks like this, minimalist accessories are the best choice.

 

For shoes besides mules, Neous’s Ibor slingbacks will always be a safe bet. It’s important to keep your shoes fitting the part when it comes to old money dress. I always love a good 2-3 inch heel, but you can also opt for flat options. The goal is to keep it simple, neutral, and not too high. Always remember: classy girl loves her heels, but she can also walk across the tennis court if she has to.

Shop All Dresses

A woman in a BRONX AND BANCO Courtney white lace embroidered Mini Dress with a black bow, reminiscent of old money outfits, stands between two bridled horses. She has long dark hair and red lipstick. The background features a fenced area and a grassy hill.

BRONX AND BANCO Courtney Mini Dress

A woman in a light blue, knee-length dress called Screenshot stands against a backdrop of vibrant and diverse butterflies. She is wearing nude high-heeled sandals. The MAGGY LONDON Twist Neck Midi Sheath light sky blue Dress complements the butterfly-themed background with its timeless elegance, resulting in a lively and captivating scene.

MAGGY LONDON Twist Neck Midi Sheath Dress

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