3 Turtleneck Sweaters To Embrace Warmth and Style This Winter

For the uninitiated, a turtleneck might seem to be one of those shirt options that either feels too stuffy, too formal, or too eccentric. To that I say, quite bluntly, those people are wrong. For the colder weather months, a turtleneck might possibly be the best-kept secret in menswear as a versatile wardrobe staple that easily transitions from the most formal evenings to the most casual weekends.

Turtlenecks are unlike any other type of sweater. We’re not talking quarter-zips or mock-necks here, folks, we’re talking about the full-on, up-to-your-chin, rolled-back-down-again turtlenecks. With its unfamiliar silhouette, many guys might be a little put off by trying to find a way to style it.

The beauty of a turtleneck is that it looks good on nearly all body types. Because of the excess fabric at the neck, it counterbalances any extra weight one holds at the middrift while also creating a triangle shape from the shoulders to the waist. When considering what kind of turtleneck to buy, avoid any with a fitted bottom hem on the turtleneck’s waist, as that will create an unnecessary bit of weight to any body frame. Finally, larger guys might want to avoid less forgiving fabrics, such as jersey or cotton, as they tend to cling to a body’s form more than a loose fabric like cashmere or wool.

Turtlenecks Through the Ages

Long before Steve Jobs donned his black jumper for the latest release of the iPhone, the turtleneck has had a rich history for nearly 500 years. Back in medieval Europe, knights donned the turtleneck not for fashion’s sake but for practicality, finding both protection and warmth in its high collar.

Fast forward to the mid-20th century, and the turtleneck underwent a rebellious transformation, becoming a flagbearer of counterculture and intellectualism. It wasn’t merely a garment, it was a statement worn proudly by artists and beatniks who challenged societal norms.

From the swinging ‘60s and well into the ‘70s, the turtleneck transitioned from a symbol of defiance to a mainstream fashion icon. Audrey Hepburn graced it with grace, and tech nerds turned to Jobs for his minimalist uniform that he wore for nearly 30 years, showing the versatility of the garment in boardrooms and in elegant European cafes alike.

Today, the turtleneck continues to defy expectations, experiencing a resurgence in popularity. Its distinctive silhouette, once considered an acquired taste, has become a staple across menswear for being so easy to style and fit for nearly any occasion.

Styling Your Turtleneck

Casual: For a casual and relaxed style, pair your turtleneck with well-fitted jeans, creating an effortlessly cool and laid-back look. Rolling up the sleeves adds a touch of nonchalance. Another option is to layer your turtleneck with a stylish bomber jacket or blazer, offering an extra layer of warmth and a great retro silhouette. I often opt for an oversized turtleneck in cashmere or wool to be able to roll up the sleeves with a pair of cords for a ‘90s-style look on the weekends.

Semi-Formal/Business Casual: Transitioning into semi-formal territory, tuck your turtleneck into a pair of well-fitted tailored trousers and add a sleek leather belt. Topping it off with a tailored blazer creates a polished look that’s great for the upcoming holiday party season. Alternatively, consider layering a slim-fit turtleneck under a well-structured cardigan or pullover for a smart and sophisticated look, great for meeting the girlfriend’s parents this holiday season. For everyday, pairing your turtleneck with some chinos and a pair of loafers is the perfect balance of comfort and refinement.

Formal: Have an invite for a formal party and want to stay comfortably throughout the night? Stick with a turtleneck. Try pairing a finely-knit turtleneck with a well-tailored suit. Opt for neutral tones or stay within all the same color palette to make for a no-fuss outfit you can wear again and again. For an added layer of cool, pair your suit and turtleneck combo with a nice trench coat for an air of elegance to your overall look.

The Best Turtleneck Sweaters For Men

Quince Cashmere Turtleneck

It’s hard to not overstate the fact that one can get quality cashmere for less than $100 and yet, here Quince is, doing just that. The beauty of cashmere isn’t just its softness, but its resistance to retaining odor, making it a great option to wear again and again during the holiday season when fireplaces and crowded parties are the norm.

Abercrombie & Fitch Merino Wool-Blend Turtleneck Tee

Breathable, slimming, and easy to style. What more could you ask for in a sweater? Abercrombie has continued to put out some great products this year and their basic staples punch way above their weight class. This super-soft merino-blend option is the perfect balance of comfort and sophistication, allowing you to layer under your best blazer or chill on the couch all weekend, pairing the sweater with some sweats.

Octobre Editions Vincent Sweater

For a chunkier, cozier fit, French brand Octobre Editions has a great, affordable option. Their Vincent Sweater has a bit of a fisherman flair while still being put together enough to be paired with some chinos and a nice loafer for happy hour.