#OOTD: How to Wear a Classic Oxford This Winter

Perhaps like your Style Guide author, you’re starting to get into the swing of things when it comes to revamping your style this year. New Year’s resolutions, particularly men’s style resolutions, can be tough to start and even tougher to keep — but if one of your resolutions involves working more classic pieces into your wardrobe, the first #OOTD of 2017 should help you do just that. It’s all about picking a classic piece — the Oxford shirt — and finding a winter weather-friendly way to wear it (if you’re in a warmer climate, you can certainly keep this look while ditching a few layers).  Now, we talked about how to wear an Oxford last winter, but this particular look refreshes things a bit. In this case, that involves taking some rugged pieces (like the Taylor Stitch Rover Jacket) and pairing them up with tried-and-true, essential layers (like a henley sweater that you might recognize from my winter trip to Baltimore). And although you might not see ’em in the below grid, remember to layer up with stylish winter accessories. OK, ready to get started with how to wear an Oxford this winter? Of course you are. Let’s connect on Twitter to talk more menswear, and I hope you enjoy this week’s #OOTD!

Starting with a classic Oxford and adding a tough jacket, warm layers and classic accessories.

Starting with a classic Oxford and adding a tough jacket, warm layers and classic accessories.

The Jacket: Taylor Stitch Rover Jacket, $298 — So, as mentioned earlier, here’s the starting layer — the tough, durable, handsome and versatile Rover Jacket from Taylor Stitch. Yes, it’s all of those things at once. Lined in moleskin, it features a tightly spun cotton canvas exterior for warmth and functionality on cold days.

The Sweater: Abercrombie & Fitch Wool-Blend Henley Sweater, $44 — Part henley, part sweater and all comfort and throwback style. It’s the perfect middle layer beneath a rugged jacket, and the three-button placket provides some visual interest against the Oxford shirt. Speaking of…

The Shirt: Abercrombie & Fitch Oxford Shirt, $28.80 — Consider this another “new classic” from the majorly revamped Abercrombie & Fitch brand. It’s modern, it’s versatile and it’s very affordable — plus, the “Mint” color is a  nice change of pace and really leans more blue than green.

The Chinos: J. Crew Factory Driggs Broken-in Chino, $29.50 — When it comes to affordable staples that get the job done, the Driggs Chino — in slim fit, no less — performs well in winter… and spring… and summer, come to think of it.
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The Boots: G.H. Bass Buxton Boots, $425 — While people tend to think of Bass for its classic leather loafers, the brand also makes one heck of a pair of USA-produced boots. These are handsome and remarkably tough, preppy yet rugged.

The Belt: J. Crew Factory Washed Leather Belt, $19.50 — Just as with the Driggs Chinos above, J. Crew Factory gets it right when it comes to versatile, affordable accessories — particularly this casual washed leather belt.

The Socks: American Trench Fair Isle Sock in Merino & Cashmere, $28.98 — Is it worth it to spend nearly $30 on socks? When they’re made in America by the great purveyors at American Trench, then the answer is YES.

The Watch: Jack Mason Racing Chronograph, $305 — When you mix in so many heavy textures — like the henley sweater and the tough Taylor Stitch Rover Jacket — you can counter that with a rather sleek, fast and sporty watch like this Jack Mason timepiece.

When it comes to a timeless piece like the Oxford, the best thing you can do is shake things up — sometimes. Of course, the shirt will always have its place in classic business casual offerings — and this outfit could work in much the same way — but adding rugged outerwear piece like the Rover Jacket mixes things up.  Plus, if the new Abercrombie & Fitch keeps churning out stellar pieces, you’ll want to wear that wool-blend henley sweater as often as possible.  And complementing classic and rugged pieces with slim chinos and tough-as-heck G.H. Bass boots is a foolproof way to look great no matter the weather — yes, even when dressing for the polar vortex. If you have any suggestions for how to finish off this #OOTD , let me know in the comments below.

Stay warm, stay stylish and thanks for kicking off the new year in style!

-Beau