#OOTD: How to Dress for the Holidays This Year, At Home or On The Road

It’s been the theme of these last few weeks and months: Chiefly, the holidays are going to be mighty different this year, to say the very least. And yet, dressing for the situation and dressing the right way are still tentpoles you can hang your hat on, and that’s why we’re talking about how to dress for the holidays in style — at home or on the road. Hosting a handful of people, hitting the road for a distanced getaway or Zoom-ing through the holidays, getting cleaned up is a small way you can seize the occasion the right way, no matter how different things might look. That’s why today’s #OOTD has everything you need to blend comfort, travel-ready versatility and long-term style in one ensemble. From a comfortable and stylish overshirt to your new favorite henley, the bases are covered when it comes to casual layers. And as you’ll soon see, stretch pants get the job done for holiday dinners, days on the couch and days behind the wheel. The same can be said for stylish slip-on sneakers and premium men’s socks, not to mention one of the most affordable weekender bags (if you do decide to carefully hit the road, that is). Although your plans are probably different than expected, keep in mind that dressing for the occasion is one way to make things more normal — wishing you all the best this season, and scroll on through for the full look below.

The right casual style picks for the holiday season, to say the very least.

  • The Overshirt: Faherty Brand Legend Sweater Shirt, $178¬†— Wear this laidback-yet-polished shirt on its own or layered up accordingly. Just know that it’ll look polished for hanging out at home, hopping on a Zoom call or hitting the road.
  • The Henley: Flint and Tinder Heavyweight Henley, $62¬†— Ideal for lounging at home or wearing as a base layer on a cold evening in front of the fire, this is one of the best men’s henleys out there, folks.
  • The Stretch Pants: Western Rise AT Slim Pants in Sand, $128¬†— Comfortable stretch pants that feature durable fabric, a tailored fit and polished-yet-functional style? Sounds perfect for the holidays to me.
  • The Sneakers: GREATS Wooster Suede Sneakers in Olive, $149¬†— Because you’re likely either traveling by car or hanging at home (or keeping it casual with a small group of family), some stylish slip-on sneakers are a nice upgrade from slippers themselves, but without the formality of dress shoes.
  • The Watch: Lum-Tec M88 Watch, $575¬†— Go with a rugged-yet-easy-to-wear leather watch that toes the line between too casual and too formal, then wear it to plenty of small holiday gatherings.
  • The Socks: American Trench Cashmere Athletic Stripe Socks, $119.50 (Three-Pack)¬†— For padding around your house or someone else’s, get these premium men’s socks (and more than one pair, at that) for the holiday season.
  • The Getaway Bag: Boarding Pass NYC “Work Hard, Play Hard” Duffel, $79¬†— If you do end up hitting the road, use the¬†code BEAUKNOWS to get $10 off your purchase of $70 or more.¬†That makes this bag one of the most affordable weekender bags on the market.
  • The Grooming Essential: Jack Black “Jack’s Most Wanted” Grooming Kit, $65¬†— No matter whether you hit the road or stay at home, keep your face looking fresh as can be with one of the best men’s grooming kits.

Now then, who’s ready for the holiday season? And in a different way than before, perhaps? You might have planned on rocking sweatpants (not a problem if they’re stylish ones!) but this #OOTD, to me, steps things up just a notch while keeping comfort and great looks at the forefront. It’s all about looking as best as you can while reading the room (sometimes literally!) the right way. To wit: The Faherty Brand Legend Sweater Shirt is always available when you want to add some casual polish to even a rugged henley, while some comfortable stretch pants deliver the great looks of chinos with the fit and feel of, yes, sweatpants. Your stylish slip-on sneakers work well on the road or at home, and it’s best to pair them up with premium men’s socks when the time does come to slip off those shoes. Packing up just got a whole lot easier thanks to one of the most affordable weekender bags, and no matter where you go, you’re destined to look great if you pack up (or simply purchase!) one of the best men’s grooming kits. It’s all accounted for in this holiday-ready #OOTD, so make sure you rise to the occasion this season. Stay safe and thanks for reading!

#OOTD: What to Wear for a Casual Holiday Weekend This Year

Folks, we’re back in business with a new #OOTD that covers a prime question this time of year. We talked last week about what to wear for Thanksgiving this season, so let’s stick with that theme right now, as we dive into¬†what to wear for a casual holiday weekend this year.¬†When I talk about the holidays, I mean, of course, the imminent Thanksgiving weekend and of course, the rest of these next weeks to come. Whether you hit the road wearing one of the best shirts for fall travel or whether you keep it laidback and socially distanced at home via Zoom, this #OOTD is the right way to go (trust me on that). And how exactly are you going to do that? Allow me, because it’ll get all the easier (and more laidback, and comfortable) when you wear one of the best men’s cardigans from Buck Mason — more on that below, but consider the rugged shawl cardigan your best friend when you want to look put-together and yet casual and cool all the same. Elsewhere, some exceedingly comfortable lounge pants are the right style move to keep it even more easygoing, and, well, you’ll just have to scroll through for the rest of this #OOTD below. Enjoy the weekend, stay safe & cheers!

A classic shawl cardigan teamed up with the right #OOTD picks for the holidays.

  • The Cardigan: Buck Mason Vintage Cashmere Shawl Cardigan, $225¬†— A classic shawl cardigan is your new go-to layer for blustery, breezy holiday weekends at home and on the road.
  • The Long-Sleeve Tee: Todd Snyder Made in L.A. Long-Sleeve Jersey Tee, $78¬†— Head to Todd Snyder to get one of the best long-sleeve T-shirts for casual weekends aplenty this season.
  • The Joggers: Grayers Frank Joggers, $88¬†— Folks, bear with me, because these slim jogger pants are anything but sloppy. In fact, for hanging out on Zoom, none will be all the wiser, thanks to the cool navy colorway. Not bad, right?
  • The Sneakers: GREATS Royale Knit Gum Sneakers, $189¬†— Once more, whether you’re at home or on the road, some classic casual sneakers are a nice change of pace from either dress shoes (not with this look!) or slippers.
  • The Watch: Timex Q Reissue Rose Gold Watch, $189¬†— Just because we’re keeping it casual doesn’t mean you can’t add a bit of retro flair to this laidback #OOTD with the much-loved Timex Q Reissue Watch, right? Right.
  • The Grooming Essential: Oars + Alps Face Kit, $59¬†— Stay refreshed and on-point with your grooming this season, thanks to Oars + Alps. Use the code BEAU15 for a 15 percent discount, while you’re at it.
  • The Weekend Sipper: Anchor Christmas Ale, $12.99¬†— The legendary Anchor Christmas Ale returns this year, and not a moment too soon. Get a six-pack delivered to your door (or your host’s house!) via Drizly as soon as you can.
  • The Getaway Bag: Boarding Pass NYC “Work Hard, Play Hard” Duffel, $79¬†— If in fact you do hit the road for a safe getaway, bring along one of the best weekender bags for quick trips. Be sure to¬†use the code BEAUKNOWS to get $10 off any purchase of $70 or more.¬†Can’t beat that, right?
  • The Home Essential: U-Turn Audio Orbit Special, $549¬†— On chilly fall and winter days at home, there’s nothing more I love than kicking back with a record on a high-quality record player like this one from U-Turn Audio. How about you? Can’t beat it.

As you no doubt have realized by now, the holidays are going to look mighty different this year for plenty of us, and yet, that’s no excuse to let your style slip. Hanging at home can be every bit as fun and stylish as a normal holiday, if you start out your look the right way: In this case, with a classic shawl cardigan from a trusted brand for the right blend of laidback style and comfort. Things stay polished and yet laidback with one of the best long-sleeve T-shirts, the kind you can even wear all on its own to put on another pot of coffee (seriously, Todd Snyder gear is that great). And if you’ve got to dash out of the house, you’ll be prepared no matter what with classic casual sneakers from GREATS Brand and of course, some cozy-but-not-sloppy slim jogger pants will tie it all together in prime casual style. If you ask me, the Timex Q Reissue Watch is an unexpected addition to this look, and it’s a nice move alongside, say, a bottle of the ever-delicious Anchor Christmas Ale for casual football viewing and hearty holiday meals this year.

If you do decide to hit the road, you should assuredly bring along one of the best weekender bags from Boarding Pass NYC (remember that discount code: BEAUKNOWS). Last but certainly not least, if the holidays see you staying at home, you could do worse for your evening than spinning some of your favorite records on a¬†high-quality record player. Who’s in the holiday spirit now? To see how I’m dressing for the season, head to my Instagram, and if you pick up any of these gear picks, let me know over on Twitter. Cheers, folks!

Style Suggestion: What to Wear on Christmas Day

So, it’s almost upon us — Christmas Day! Hopefully, you’ve found The Style Guide helpful this holiday season — if you’ve got another holiday party to dress for, or a last-second gift to buy for your wife, mom or grandma, best get that taken care of¬†…¬†ASAP. And know that between today and tomorrow, we’ll tackle two different Christmas style suggestions.¬†Seriously, you shouldn’t neglect what to wear on Christmas Day, whether you’re traveling for the holiday season or hanging out at home. In fact, let’s consider this a style suggestion that works on Christmas Day itself or Christmas Eve with the family or friends. Because it’s an important — and likely¬†chilly — day, we’re going¬†with crisp, versatile picks from some Style Guide-approved brands.¬†¬†It’s certainly coming up soon, so you best get going on what to wear — and again, what to gift. Lastly, I hope Santa brings you a few items on your menswear holiday wish list, ehh? I know I’ll be waiting expectantly — and enjoying the day with family, of course! Leave questions on this look for yours truly over on Twitter, and check out my own holiday style picks on Instagram. Cheers, dress well and enjoy the day!
NOV CAMPAIGN: Photo of multiple shoes on white background with logo (border)

The Sweater: Life/After/Denim Waterloo Cardigan — $148

An easygoing-yet-crisp cardigan ideal for layering in cold weather.

An easygoing-yet-crisp cardigan ideal for layering in cold weather.

Like other prep-inspired brands that offer modern takes on the classics, Life/After/Denim gets a lot right when it comes to essential pieces ready for any situation. The Waterloo Cardigan, while pricey, is a fine example of this approach — the shawl collar is a masculine, casual styling detail that makes it perfect for layering over everything from an essential chambray shirt to a classic Oxford. And if you’re worried about getting chilly? Don’t skimp on those stylish winter accessories¬†or a slim topcoat — especially the topcoat.

The Shirt: Penfield Ridgley Shirt — $115

Unexpected, textured fabric and a classic cut make this shirt an easy Christmas style pick.

Unexpected, textured fabric and a classic cut make this shirt an easy Christmas style pick.

Made with flecked brushed cotton for comfort and easy layering, the Penfield Ridgley Shirt is the perfect go-between in terms of casual style.¬†The¬†Ridgley Shirt isn’t quite as crisp as a white Oxford, so it’s more appropriate for a casual Christmas spent hanging out with family. And if you do head out for a nice¬†Christmas Eve dinner, it moves through to those situations with ease.

The comfort and warmth of sweatpants with the tapered cut of versatile corduroys.

The comfort and warmth of sweatpants with the tapered cut of versatile corduroys.

Because you’ll be spending time around the fire or in the living room, comfort is essential — and goes hand-in-hand (or leg-in-leg?) with this pair of crisp, stylish Corduroy Jeans. With the warmth of Uniqlo’s HeatTech built in,
these corduroys feature a tapered, clean cut and the type of versatility you’d get from a pair of dark blue denim — yet, they look a bit more polished and ready for the holiday season and beyond.¬†What’s more, the outstanding price simply can’t be beat — can it?

The Belt: Tanner Goods Classic Belt in Hickory — $99.98

Your new favorite belt -- maybe, just maybe.

Your new favorite belt — maybe, just maybe.

So, although this is a rather casual Christmas style suggestion, we’re still going with a sharp, well-made and yes, pricey Tanner Goods belt . If there’s such a thing as a handsome belt, the Classic Belt is that piece. It’s a beautiful shade of Hickory leather that will only age better over time,¬†and it’s made right here in America. Of course, the Classic Belt will become your everyday belt in no time.

The Watch: Timex + Todd Snyder Red Wing Leather Chronograph in Grey —¬†$158

A handsome watch that blends the rugged and the refined with ease.

A handsome watch that blends the rugged and the refined with ease.

Does it get any better than a handsomely designed, rugged leather watch from Timex & Todd Snyder? In short, the answer is no. The partnership between the lauded American designer and the classic U.S. watch brand only seems to get better and better with every season, from the much-coveted Timex x Todd Snyder Mod Watch to the latest iteration.  Made with tough, yet supple, Red Wing leather in an unexpected shade of grey, the contrasting black case and grey dial make a very sharp, versatile combination.

The Boots: Nisolo Emilio Chukka Boot — $149.98

Comfortable, appropriately casual and ready for unwrapping plenty of presents.

Comfortable, appropriately casual and ready for unwrapping plenty of presents.

Don’t think for a second we forgot about those stylish leather boots you’re going to need this Christmas. Why chukka boots? Well, the higher cut, tougher construction and slip-free heel cap on this sharp pair of Nisolo chukka boots gives you the type of functionality you need for getting from car to house (and back) across the snowy driveway. Crucially, the Emilio Chukka Boot¬† is going to work well for both a laidback Christmas evening and perhaps a nightcap drink at a holiday party. You feel me on that? Good.

The Socks: CHUP Prairie Socks — $35
Well-made, super stylish socks -- much better than plain old white socks, ehh?

Well-made, super stylish socks — much better than plain old white socks, ehh?

We’re sticking with unique, visually interesting CHUP socks — sold by the fine folks at Huckberry¬† — in this case, because every pair of durable leather chukka boots deserves great socks. Inspired by unique Native American prints, the CHUP Prairie Socks¬†still manage to feel holiday-ready because of the unique blend of red, green and blue. What’s another benefit of spending more than $30 on socks? Other than the major style points and top-level durability, these CHUP¬†socks¬†look great if you do slip off your shoes at your host’s house. And on that note…

¬†Gift for the Host: Pappy Barrel-Aged Maple Syrup — $40

A smart guest always brings a gift -- and it helps that this syrup is aged in whiskey barrels.

A smart guest always brings a gift — and it helps that this syrup is aged in whiskey barrels.

We’re closing out this Christmas style suggestion with a wise move that’s unrelated to menswear — bringing¬†a gift for¬† the host. Whether you’re traveling in style to stay with your significant other’s parents or heading over to a friend’s house to celebrate the holiday, a delicious gift like the one here is a pretty unique way to say thank you.¬† Pappy Van Winkle’s barrel-aged maple syrup truly is one-of-a-kind.

Alright, all set for the big day (or days)? Last-minute Christmas gifts all bought? Of course they are (wink, wink). Getting dressed for Christmas doesn’t have to be a taxing, overdone affair — it’s simply a matter of picking out great-fitting, well-made essentials built for comfort and style. From warm corduroys with a hint of stretch to a sharp shawl-collar cardigan and casual cotton shirt, your ensemble should move with you and fit right in for the festivities ahead. Stylish Nisolo¬†leather chukka boots get the job done in terms of functionality and fashion, as does a pair of well-made socks.¬† And, you very well might not want to take off that handsome Timex¬†+ Todd Snyder Chronograph the rest of this year. Round it out with a great gift for the host, and consider yourself set for a very stylish and merry Christmas.

Wherever you might be headed this holiday season, thanks for reading, travel safe and as always — stay stylish!