#OOTD: How to Layer Up This Winter

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

So, first things first — I hope y’all had a great Christmas. I know I enjoyed spending mine with family in lovely, sunny Florida (you can check out the full trip recap here). And with that being said, it’s time to get back to dressing for a decidedly colder NYC winter — perhaps it’s chilly where you are as well, and if that happens to be the case, well … The Style Guide is here to help with the latest entry in our #OOTD series. We’ve discussed casual cold-weather style moves this fall and winter, from dressing for a weekend coffee date to layering up with a crewneck sweater. The below #OOTD builds on that approach with a bit more tailored flair. It seems there re a myriad number of ways to go about dressing for a cold day — either on the weekend or during the week — but what about when you feel like mixing more formal pieces into a casual ensemble? Say, when dressing for Sunday brunch and a stroll around town, or a nightcap at your favorite local watering hole — times when you could wear jeans but, well, don’t quite feel like it. We’ve all been there, right? The below #OOTD mixes in picks that are both classic and casual, durable and slightly dressier. I won’t ruin all the fun, though — the entire #menswear ensemble is below. As always, your comments are appreciated and welcomed — seriously!

A mixture of rugged and refined pieces for winter layering.
A mixture of rugged and refined pieces for winter layering.

The Jacket: Grayers Montana Waxed and Quilted Parka, $225 — The jacket in this look — available via the fine folks at Huckberry — is exhibit A when it comes to a heritage-inspired, yet surprisingly versatile, piece. And if you live in a more temperate climate, the Taylor Stitch Rover Jacket also works in this instance.

The Shirt: JackThreads Plaid Poplin Shirt, $39 — The great folks at JackThreads do casual shirting as well as anyone in the business, and this slim-fitting plaid shirt provides a welcome pop of winter-friendly color. You could always throw on something like the Todd Snyder x Champion Pocket Sweatshirt if it’s particularly cold.

NOV CAMPAIGN: Horizontal banner with shoes and logo (border)

The Pants: JACHS NY Navy Herringbone Suspender Pants, $125 — This is the part of the ensemble where high-low style comes into play — these nicely tailored cotton herringbone pants feature an eye-catching windowpane pattern that’s just different enough from the large plaid shirt to work.

The Belt: Tanner Goods Classic Belt in Hickory, $99.98 — First off, why a belt with suspender pants? Well, it’s nice to have the option, and not everyone owns a pair of suspenders — ya dig? And if you’re going to invest in a beautiful brown leather belt, one from Tanner Goods is the way to go.

The Boots: Thorogood Dodgeville Boots in Cognac, $375 — Maybe it’s just me, but I find it very hard to pass up a great pair of durable leather boots — and the Dodgeville Boots are equal parts handsome, tough and ready for situations both a bit dressier and more casual.

The Socks: United By Blue Ultimate American Sock, $29.98 — Lest we forget that it’s likely freezing outside when throwing on this outfit, you’re going to need tough, warm socks. The Ultimate American Sock  has all the comfort you need.

The Watch: Timex + Todd Snyder Red Wing Leather Chronograph, $158 — If you haven’t acquainted yourself with the ongoing Timex + Todd Snyder collaboration, this is a great time to start. This particular watch is tough, durable and handsome.

The Scarf: Abraham Moon for J. Crew Wool Scarf, $59.50 — Even right down to your accessories, you can add a few dressier touches. This beautiful plaid wool scarf plays nicely off the orange plaid shirt and the windowpane trousers — and it’s relatively affordable for the quality.

Frank & Oak

So, do you feel prepared to take on the cold? Maybe? Just a bit? I hope so. The key with dressing for cold winter days is mixing tried-and-true favorites with unique pieces — that is to say, it’s nice to be able to wear your favorite brown leather boots with something a bit more eye-catching, like the Grayers Montana Parka. Tough and rugged accessories like the reliable-as-heck United By Blue Ultimate American Socks are going to provide nice contrast to dressier pieces (like the J. Crew wool scarf), and you can hardly ever go wrong with a heritage-inspired leather watch from the likes of Todd Snyder. Don’t forget that you can mix and match these pieces during the work week, too — particularly the navy windowpane trousers. If you’ve got questions or feedback on this #OOTD, let’s hear it in the comments. Layer up and stay warm out there!

-Beau

3 thoughts on “#OOTD: How to Layer Up This Winter

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