The List: Make Your Holidays Brighter with the Best New Men’s Gear This Week

Exceptionally rugged boots to carry you through winter.

Folks, Merry Christmas! Here’s the thing about the holiday season before we get into the best men’s style essentials for winter (like those excellent Red Wing Heritage boots shown above) — it’s about enjoying time with your family. It’s about taking some time to log off, put the phone down and recognize the season. And in keeping with our weekly routine, it’s also about using some of those hard-earned discount codes, coupons or newly won holiday cash to buy some of your new favorite gear picks. Let’s bundle up and get to it — enjoy the day, and the season!

Red Wing Heritage Wacouta Boots — $270

Some of the toughest boots for winter weather, guaranteed.

For the holiday season and well beyond, there’s nothing quite like lacing up a pair of the best men’s boots for stomping through the snow en route to another holiday party. And for occasions mostly casual, these Red Wing Heritage boots get the job done.

Flint and Tinder Golden Bear Leather Bomber — $998

You’ll have this beautiful leather jacket for a long, long time.

Add another item to your wish list, and get ready to break out that credit card — this classic leather bomber jacket from Flint and Tinder is probably one of the best leather jackets your humble menswear author has seen. Exceptionally durable, stylish and heirloom-worthy.

Huckberry’s Huckberry Pullover — $88

A classic hooded sweatshirt made by your favorite retailer.

Yes, your good friends at Huckberry are now making one of the best men’s hooded sweatshirts on the market, complete with a subtle-yet-stylish logo and made-in-America cotton construction. Cozy up to the fire this winter.

Beltology Thermal Wool Belt — $95

A surprisingly winter-minded belt made for wearing with tailored or casual looks.

Is there such a thing as a winter-ready belt? Perhaps even a belt made out of thermal wool? Yes indeed, it can be found if you know where to look — the Beltology Thermal Wool Belt is a surprisingly stylish belt for colder temperatures.

Peregrine Organic Bee Blazer — $250

The classic blazer you won’t be able to do without this season.

The best holiday style is often simple and straightforward, rather than too over-the-top — that’s the case with one of the best men’s blazers shown here, the Peregrine Organic Bee Blazer. Pair it with your favorite henley or a classic chambray shirt.

Sorel Cheyanne Boots — $155 

These rugged snow boots combine form and function reliably.

Yet again, you truly can’t top some of the best snow boots when you’re searching for all the dependable style you could possibly need this season. Right? Right. Sorel’s Cheyanne Boots are sleeker than “Bean Boots” and just as ready for winter.

Starward Nova Single-Malt Australian Whiskey –$55

Starward makes its whiskey a bit differently — as you’ll see. Image courtesy of Starward.

Looking for refinement and unique flavor this season? The kind of elevated drinking experience that you can only get with a truly innovative brand like Starward Australian whiskey? Well, here you go — the Starward Nova Australian Whiskey in particular is about as good as it gets, aged in red wine barrels for supremely delicious and again, refined flavor. It’s one of the best whiskeys I’ve tried lately, so make sure you snag yours in time for New Year’s Eve.

Schott NYC Waxy Vintage Buffalo Jacket — $845

A classic leather trucker jacket made with long-lasting style in mind.

We already talked earlier about one of the best leather jackets, so it’s only fitting that we’re going back to the well once more with this classic Schott NYC leather jacket. In fact, this vintage buffalo trucker jacket is a cut above any other you might have on your wish list — in terms of price and quality. How would you wear this exceedingly handsome, classic coat?

Bertucci A-2T Super Classic — $200

A tough casual watch that pulls no punches.

If you didn’t quite get the rugged casual watch you wanted this holiday season — and even if you did — perhaps you’ll want to give the Bertucci A-2T Super Classic a look. It’ll wear well with everything from your favorite jeans to a classic cardigan.

Taylor Stitch Fisherman Sweater in Natural Waffle — $228

This is the rugged sweater you’ll want to wear all winter long.

Let’s get back to men’s apparel here briefly with one of the best sweaters for winter, no questions asked. The Taylor Stitch Fisherman Sweater is rugged, exceedingly warm and plenty easy to layer on a cold winter night.

YETI Huckberry Rambler Bottle — $40

A handy everyday carry essential branded with your favorite online site. Right??

When is a water bottle more than just your average water bottle? When it’s the YETI Huckberry Rambler Bottle, made to tough standards and exacting quality by YETI and Huckberry. Nothing better than that, right?

Mayde Treachery Blanket — $87

A seriously well-designed blanket to upgrade your space.

Winter and beyond calls for some of the best home goods to keep your space well-stocked and warm — and for blankets that blend style and sustainabily, you’d do well to turn toward the Mayde Treachery Blanket, made in Turkey from 100 percent natural cotton. Upgrade your space, upgrade your life.

Capalbio Corduroy Shirt Jacket — $350

Here’s a holiday-ready update on the classic shirt jacket.

Layer up with a new take on a rugged shirt jacket — the use of corduroy and a rich, seasonal color makes this an innovative winter layering favorite. Wear it with slim tan chinos and those Red Wing Heritage boots to head to your New Year’s Eve party.

CHUP Sneatcha Socks — $35

Stylish patterned socks that really deliver the goods here.

You’re going to need cozy, stylish socks to close out 2019 and bring you into 2020 and beyond — the good news is, CHUP socks are some of the best men’s patterned socks for your sock drawer, period. Perfect for winter in terms of design and style points.

I always have a tough time picking out my favorites when it comes to these roundups of the best men’s gear, and perhaps you’re the same way. However, it’s tough to top essential winter style picks like Red Wing Heritage boots or something more casual, like one of the best men’s hooded sweatshirts this season. For what it’s worth, I’m also a huge fan of the Taylor Stitch Fisherman Sweater — how are you gearing up this season? Let me know on Twitter. Thanks for reading!

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