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Old Money Clothing Brands for a Collegiate Ivy League Look

The key to nailing the Old Money Ivy League-inspired look is to invest in quality garments from relevant clothing brands that will last.

In this article, we’re looking at the best brands to achieve that classic Ivy League look – think collegiate, refined, and timeless.

So, let’s begin your journey to mastering the Old Money Ivy League aesthetic!

Brooks Brothers

Brooks Brother Ivy League Old Money brand

No Old Money Ivy League brands list would be complete without mentioning Brooks Brothers.

Founded in 1818, this American icon has dressed presidents, business leaders, and stylish gents for over two centuries.

Known for their high-quality, timeless clothing, Brooks Brothers is a go-to for essential pieces like tailored suits, button-down shirts, and classic polos.

Ralph Lauren

Ralph Lauren Ivy League Old Money brand

Ralph Lauren, particularly the Polo line, has been a staple in the Preppy fashion world since launching in 1967.

With a focus on classic Americana style infused with a touch of Ivy League charm, Ralph Lauren offers a wide range of pieces that embody the Old Money aesthetic.

From their iconic polo shirts to tailored blazers and chinos, you can’t go wrong with this brand.


J.Press Ivy League Old Money brand

J.Press, established in 1902 near Yale University, has a long-standing history with the Ivy League style.

The brand is known for traditional craftsmanship, quality fabrics, and timeless designs.

If you’re looking for quintessential Old Money staples like three-button sack suits, natural shoulder tailoring, or button-down shirts, J.Press is the perfect choice.


GANT Ivy League Old Money brand

Founded in 1949 in the college town of New Haven, Connecticut, GANT has played a significant role in shaping the Ivy League look.

The brand is renowned for signature Oxford shirts, which feature a perfect collar roll, locker loop, box pleat, and other meticulous details.

With a location near Yale University, GANT has become synonymous with Preppy, collegiate style.

Kent & Curwen

Kent & Curwen Ivy League Old Money brand

British heritage brand Kent & Curwen, now led by creative director Daniel Kearns and company investor David Beckham, offers a modern take on the Old Money Ivy League aesthetic.

Expect to find bold logos, rugby shirts inspired by vintage collegiate styles, and well-crafted basics that seamlessly blend tradition with contemporary flair.


Drake's Ivy League Old Money brand

While Drake’s may be best known for exceptional ties and pocket squares, the brand has expanded to include menswear apparel that embodies a relaxed, Old Money elegance.

Founded in 1977 in London’s East End, Drake’s has become a favorite among style aficionados who appreciate timeless designs and impeccable craftsmanship.

Tommy Hilfiger

Tommy Hilfiger Ivy League Old Money brand

No Old Money Ivy League list would be complete without Tommy Hilfiger.

Founded in 1985, the brand is celebrated for delivering a twist on classic Americana style, often incorporating Preppy elements.

While Tommy Hilfiger has experienced ups and downs over the years, the brand’s 90s-inspired creations have recently grown in popularity.

Make Ivy League Your Personal Style

Imagine walking into a room and turning heads for all the right reasons.

Picture yourself radiating an aura of self-assuredness and sophistication, knowing you’ve got the style game on lock.

That’s the power of investing in yourself and your personal style.

As pro stylists At The VOU, we’ve helped countless young men like you elevate their style game.

That’s why our expert styling packages are tailored to help you look and feel your best.

Together, we’ll curate a wardrobe that showcases your unique personality while embodying the timeless elegance of the Old Money Ivy League aesthetic.

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 personalized looks that depict old-money sophistication.

With years of expertise in high-end fashion collabs and a PhD in Sustainable Fashion, Ru specializes in curating eco-luxe wardrobes for the modern gentleman seeking understated refinement.

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