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                  Ivy League Style Explained

                  Exploring the preppy roots of today’s trending styles.

                  By: Harry Rosen Staff
                  model in school uniform with a maroon sweater draped
                  model in school uniform with a maroon sweater draped
                  model in school uniform with a maroon sweater draped
                  model in school uniform with a maroon sweater draped
                  Ivy League dressing is rooted in timeless American tailoring and sportswear, drawing originally from collegiate style seen on iconic Ivy League campuses during the mid-20th century.

                  Built around versatile essentials, relaxed tailoring, and considered layering, Ivy League style champions a wardrobe that feels polished, approachable, and designed to be worn with confidence, season after season.

                  More recently, we've seen a strong resurgence of Ivy style out in the wild, whether through Pitti Uomo street style shots, designer runways in Europe, or on our Instagram explore pages — and with good reason. Ivy’s emphasis on quality, layering, and timeless essentials makes it as practical today as it was decades ago.

                  The Ivy League aesthetic is authentic, nostalgic, and best of all, something you can make entirely your own. But the first step is to learn the foundations of what Ivy's all about.

                  What is Ivy League Style?
                  model dressed in a burgundy checkered blazer, white dress shirt, and a light gray scarf, paired with blue jeans
                  model dressed in a burgundy checkered blazer, white dress shirt, and a light gray scarf, paired with blue jeans
                  model dressed in a burgundy checkered blazer, white dress shirt, and a light gray scarf, paired with blue jeans
                  model dressed in a burgundy checkered blazer, white dress shirt, and a light gray scarf, paired with blue jeans
                  The Ivy League aesthetic emerged in the 1950s and 60s from America's most prestigious university campuses, where students and faculty developed a distinctly American approach to dressing: tailored but relaxed, polished but unpretentious, and rooted in natural fabrics and clean silhouettes. Oxford cloth button-downs, grey flannel trousers, navy blazers, and penny loafers became the uniform of a generation, not as a fashion statement, but as a way of life.

                  What made it endure wasn't exclusivity, but versatility. The same pieces that worked in the lecture hall worked at the weekend, at dinner, and everywhere in between. Today, that fundamental practicality feels more relevant than ever, as people are increasingly trading trend-driven fashion in favour of timeless, versatile investment pieces.

                  Ivy Staples & How to Wear Them
                  • model wearing a plaid cardigan, blue jeans, and green-and-white sneakers
                    model wearing a plaid cardigan, blue jeans, and green-and-white sneakers
                  • Model wearing a Knit Polo in a two-tone design
                    Model wearing a Knit Polo in a two-tone design
                  The beauty of Ivy League style is that it's built on pieces you likely already own (or should own). The key is knowing how to layer them with intention and wear them with confidence. Ivy elements work best as a styling layer, applied selectively to elevate an otherwise simple outfit.

                  Choose pieces that speak to you. Timeless style is never about imitation — it's about interpretation.

                  Rugby Shirts: Combining elements of a polo and a button-up, the rugby shirt effortlessly bridges the gap between casual and considered. Wear it open over a T-shirt and relaxed denim, or layer it under a sport jacket for a more elevated take.

                  Oxford Cloth Button-Downs: The cornerstone of Ivy dressing, these shirts feature a thick, dense Oxford cloth and trademark buttoned collar tips. Wear yours tucked or untucked, with chinos or denim, under a blazer or on its own.

                  Denim: From selvedge jeans to denim jackets and shirts, denim is now styled with blazers and tailored pieces for a refined, modern edge. The key is fit — opt for a straight or relaxed leg that complements rather than competes with your tailoring.

                  Plaid: While Madras is the undisputed preppy plaid of summer, the cooler months open the door to glen check, tartan, tattersall, and houndstooth in every shape, size, and scale. Plaid works best as one statement piece grounded by solid, complementary neutrals.

                  Shetland Wool Sweaters: The quintessential Ivy knit: textured, warm, and effortlessly collegiate. Wear it over a button-down for the classic layered look, or on its own for a cleaner, more contemporary feel.

                  Cable Knit Sweaters: A cornerstone of the Ivy aesthetic, best worn slightly oversized with chinos or relaxed denim. Whether it’s a rich earth tone or classic navy, cable knits are some of the most versatile pieces you can add to your wardrobe.

                  Loafers: Smooth, pebbled, or suede, loafers of every texture and finish are the Ivy League shoe of choice, versatile enough to carry a look from the boardroom to the weekend without missing a beat.

                  Argyle & Fair Isle Prints: Pattern-driven knitwear that adds visual interest and personality to even the most straightforward Ivy ensemble. When wearing either print, let the rest of the outfit simple and let the pattern do the work.

                  Brands Doing it Best
                  • Model wearing a Brown Wool Soho Jacket
                    Model wearing a Brown Wool Soho Jacket
                  • Model wearing a casual shirt
                    Model wearing a casual shirt

                  Polo Ralph Lauren

                  There aren't many brands as intrinsically tied to Ivy League style as Polo Ralph Lauren, whose DNA is firmly rooted in classic prep and varsity aesthetics inspired by American originals. No one has done more to codify and celebrate the Ivy aesthetic for a global audience, and no one continues to do it with more conviction.

                  As Ralph Lauren himself put it: "When I began designing menswear, my inspiration came from the ease and traditions of collegiate style and the gentleman athlete. It was about character and camaraderie, a timeless style they made their own."

                  Eton

                  While Swedish brand Eton shares its name with the prestigious English college campus, its aesthetic identity is firmly rooted in American Ivy League style. When the founders' sons travelled to the UK for inspiration in the 1940s, they were charmed by the historic town and chose the name to reflect an elite aesthetic, and that collegiate spirit has informed the brand ever since.

                  Eton even offers a specific cut aptly named the "Ivy Fit" — a roomier, more relaxed silhouette than their traditional contemporary or slim fits, featuring classic Oxford cloth details and traditional design elements inspired by the archetypal American collegiate button-down collar. It's the rare shirt cut that genuinely earns its name.

                  Eton Cotton Corduroy Field Jacket

                  Eton

                  Cotton Corduroy Field Jacket

                  $750
                  Ralph Lauren Purple Label Cable Knit Crewneck Cashmere Sweater

                  Ralph Lauren Purple Label

                  Cable Knit Crewneck Cashmere Sweater

                  $1775
                  Polo Ralph Lauren Striped Cotton Oxford Shirt

                  Polo Ralph Lauren

                  Striped Cotton Oxford Shirt

                  $175
                  NN07 Aden Organic Cotton-Blend Chinos

                  NN07

                  Aden Organic Cotton-Blend Chinos

                  $305
                  TOM FORD Adam Burnished Leather Penny Loafers

                  TOM FORD

                  Adam Burnished Leather Penny Loafers

                  $2260
                  Polo Ralph Lauren Crest-Embroidered Twill Baseball Cap

                  Polo Ralph Lauren

                  Crest-Embroidered Twill Baseball Cap

                  $78
                  Brunello Cucinelli Glen Check Cashmere Sport Jacket

                  Brunello Cucinelli

                  Glen Check Cashmere Sport Jacket

                  $13900
                  Polo Ralph Lauren Striped Cotton Rugby Shirt

                  Polo Ralph Lauren

                  Striped Cotton Rugby Shirt

                  $268
                  Polo Ralph Lauren Vintage Classic Jeans

                  Polo Ralph Lauren

                  Vintage Classic Jeans

                  $268
                  Harold Suede Penny Loafers

                  Harold

                  Suede Penny Loafers

                  $550

                  Ivy League: Two Ways to Wear It
                  • Model wearing tailored burgundy blazer
                    Model wearing tailored burgundy blazer
                  • Model wearing navy, paired with a blue plaid shirt and jeans
                    Model wearing navy, paired with a blue plaid shirt and jeans

                  Ivy League Traditional

                  Grounded in familiar hallmarks — crisp shirting, tailored chinos, and collegiate stripes — this approach pairs classic pieces with an iconic Americana palette of blue, burgundy, and khaki. Finished with a striped tie, penny loafers, and a casually draped cashmere sweater, it captures the effortless sophistication of traditional collegiate dressing.

                  Ivy League Contemporary

                  Fearless colour pairings are a hallmark of modern Ivy style. Bold combinations, collegiate colours, striped ties, and vibrant knitwear work best when grounded in timeless silhouettes. This look pairs collegiate staples — a chambray shirt, estate cardigan, and tartan scarf — with an Americana-inspired palette and heritage textures. Relaxed-fit denim and leather logo sneakers give it a modern, approachable update while preserving the classic Ivy aesthetic.

                  Ivy Style Your Way
                  glossy brown leather upper and a suede-look sole shoes
                  glossy brown leather upper and a suede-look sole shoes
                  glossy brown leather upper and a suede-look sole shoes
                  glossy brown leather upper and a suede-look sole shoes
                  The best way to learn more about Ivy League style is to see, feel, and wear it for yourself. From the familiar timelessness of Polo Ralph Lauren to the more contemporary preppiness of Patrick Assaraf, explore our selection of Ivy-inspired styles for yourself in-store.

                  Samuelsohn Cosmo Checked Wool Sport Jacket

                  Samuelsohn

                  Cosmo Checked Wool Sport Jacket

                  $1795
                  Eton Ivy-Fit Striped Cotton Oxford Shirt

                  Eton

                  Ivy-Fit Striped Cotton Oxford Shirt

                  $260
                  Polo Ralph Lauren The Iconic Cable-Knit Cashmere Sweater

                  Polo Ralph Lauren

                  The Iconic Cable-Knit Cashmere Sweater

                  $648
                  Berwich Retrolong Wool Flannel Tapered Dress Pants

                  Berwich

                  Retrolong Wool Flannel Tapered Dress Pants

                  $460
                  Church's Parham L Polished Leather Penny Loafers

                  Church's

                  Parham L Polished Leather Penny Loafers

                  $1270
                  Polo Ralph Lauren Clarkfield Bi-Swing Utility Jacket

                  Polo Ralph Lauren

                  Clarkfield Bi-Swing Utility Jacket

                  $528
                  Polo Ralph Lauren Iconic Cable-Knit Cashmere Sweater

                  Polo Ralph Lauren

                  Iconic Cable-Knit Cashmere Sweater

                  $648
                  Eton Ivy-Fit Bold Striped Cotton Oxford Shirt

                  Eton

                  Ivy-Fit Bold Striped Cotton Oxford Shirt

                  $280
                  Polo Ralph Lauren Heritage Straight Jeans

                  Polo Ralph Lauren

                  Heritage Straight Jeans

                  $268
                  Barrett Woven Side Leather Chelsea Boots

                  Barrett

                  Woven Side Leather Chelsea Boots

                  $995

                  Not sure where to begin? with one of our expert Style Advisors today.
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                  TAGS:#Fashion,#Style,#Trends,#Polo Ralph Lauren,#Eton,#Patrick Assaraf,