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5 Days, 5 Ways: Men's Turtleneck Outfit Ideas

Classically cozy

By Gabi Meyers | Oct 22 2018

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Do you know how hard it is to find five examples of men’s turtleneck outfit ideas for you, as worn by real-life, real stylish guys (like we did for our recent 5 Days, 5 Ways black jeans and lace-up boots features)? Surprisingly hard!

I don’t understand why, though. The turtleneck feels equally right dressed up with a suit or dressed down with jeans, and can look good on all different kinds of guys. Oh, and this classic knit is extra cozy when you opt for a cashmere version. The cashmere turtleneck sweater is the refined knit that will endlessly impress moving into the cold weather season. That’s why all of us at Team SG hope to see more guys in turtlenecks this cold weather season!

Below, five men’s turtleneck outfit ideas for fall and winter:

Shop the turtleneck: Todd Snyder, $328


blazer: Suit Supply, $399 | pants: Todd Snyder, $245 | boots: 1892 by Thorogood, $295
watch: Shinola, $600 | hair cream: Jack Black, $15

SG Says: Todd Snyder, the designer behind the navy style we chose for this week’s look has been championing a turtleneck renaissance for guys for a few seasons now. And like that old Hair Club for Men commercial, he’s not just the president of the “Turtlenecks Club for Men”, he’s also a member. You’ll often find the Iowa-bred, built like a cornerback designer wearing an outfit just like the one above—a high-low mix of a patterned blazer and cashmere turtleneck with cargo pants and boots for a casual office look that’s refined without a whiff of stuffiness.

> See why chinos (yes, that includes cargo pants) are a wardrobe essential


jacket: Barbour, $299 | trousers: sold out! similar | boots: Barneys, $315
belt: Maximum Henry, $135 | glasses: Warby Parker, $145

SG Says: We’ve been digging into the nitty-gritty recently of what exactly you guys are clicking on from what we recommend, and it turns out that quilted jackets like the Barbour number above are a huge hit with the Style Girlfriend audience. Good news, this type of English country outerwear looks perfectly at home over a cashmere turtleneck.

The plaid pants are up to you, but if you’re feeling a little pattern-shy, try these, these, or these instead.


parka: Columbia, $199 | cords: Vince, $195 | boots: L.L. Bean, $125
socks: Pair of Thieves, $13 (2 pairs) | umbrella: Pasotti Green, $308 | beanie: United By Blue, $38

SG Says: Opt for a turtleneck instead of a scarf to keep warm in the next big storm.


topcoat: A.P.C., $710 | chinos: J.Crew, $68 | shoes: G.H. Bass, $100

bag: Southern Field Industries, $310 (briefcase style) | sunglasses: Cubitts, $175

SG Says: An update for ya, this particular topcoat sold out before we could even get this story live, but I loved it so much I left it for inspiration. Check out alternatives here, here, here, and here. A textured topcoat feels appropriately dapper for your holiday shopping (hint hint, yep, ’tis about to be the season!).

> See more office-ready bags here


leather jacket: All Saints, $670 | jeans: Nudie Jeans, $185 | oxfords: (similar)

deodorant spray: Journeymen, $18 | wallet: Paul Smith, $195

SG Says: Add some edge to your cashmere turtleneck for date night with a leather jacket and head-to-toe black.

> Check out more #SGapproved winter coats

// Shop more #SGapproved turtlenecks //




Want more cold weather style? Check out our #SGapproved sweater roundup!

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