The List: These Are The Best Holiday Gifts To Buy for The Stylish Guy On Your List — Or Yourself

A classic men’s jacket from Taylor Stitch — made to be gifted and made to be worn all winter and into next year.

‘Tis the season to shop for the best Christmas gifts for every stylish guy on your list … yourself included. That brings us quite literally to a new edition of The List, featuring top holiday gifts for stylish guys — and quite likely, a few you’ll want to pick up for yourself. In this case, it could be the rugged, remarkable Taylor Stitch Long Haul Jacket as shown above (one for you and one for me!?) … or it could be something else. We’ve talked recently about things like how to dress for a holiday party and how to upgrade your blue jeans, and these gear picks toe that line nicely — seasonally friendly, made to be given as gifts, and classic enough to wear the rest of the year. Not bad at all. Start shopping!

Disclosure: Portions of this article include gifted products. Portions of this article also include affiliate links. All opinions are my own. 

Taylor Stitch Long Haul Jacket (Huckberry Exclusive) — $188

An unstoppable winter jacket from an unstoppable (and perfectly giftable) brand. Well-done, Taylor Stitch.

If you’ve shopped for yourself or read this blog at any point recently, you know that the Taylor Stitch Long Haul Jacket, with its exceptional fit and remarkable quality, is a thing of beauty. Especially in the Huckberry-exclusive Washed Chocolate Herringbone fabric shown here, it’s one of the best winter jackets you can buy (and gift!),and a true sign of quality. If you or someone you  know are in the market for a tough, rugged jacket, you’d be hard-pressed to find one as exceptional as the Taylor Stitch Long Haul Jacket.

Bertucci A-2TR Vintage GMT — $246.50

A perfectly rugged watch for you or for the watch aficionado on your list.

Now, this won’t be the last time we’ll be talking about a rugged casual watch on this list — far from it, in fact. For outdoor holiday expeditions & cozy, laidback winter evenings around the fire, the classic Bertucci A-2TR is one of the best casual watches to buy right now.

Triple F.A.T. Goose Reizen Jacket — $350

A cozy, durable, investment-worthy winter parka from a classic brand.

Alright, so if you’re giving gifts on a budget, perhaps this Triple F.A.T. Goose parka isn’t the one to buy. But if you want to invest in one of the best men’s parkas for yourself before the polar vortex hits, step right up to the plate.

Flint and Tinder 10-Year Sweatpants — $98

Classic sweatpants made to last a long time.

This, of course, is neither the first nor the last time you’ll read about Flint and Tinder menswear this season on the blog — and as ever, that’s for good reason. The Flint and Tinder 10-Year Sweatpants are perhaps the best sweatpants on the market, and that’s just how it goes.

Kamik Griffon C Boots — $110

Rugged, hard-working winter boots that can take a beating this season.

Looking to buy and wear — or gift — some of the best men’s winter boots this season? Heck, some of the most affordable boots on the market, period? The Kamik Griffon C have you covered for snowy, windy winter days aplenty — and if you or someone you knows spends a ton of time outdoors, this purchase pays off handsomely.

Huckberry’s Huckberry Beanie — $28

Yes indeed, Huckberry is making a stylish beanie cap for all of your winter adventures (and gift-giving).

For just $28 via Huckberry, you’re getting one of the best men’s winter hats on the market, and it’s priced well enough that you can buy it as a stocking stuffer, and then pick one up for yourself. Don’t underestimate the importance of a stylish men’s beanie this winter.

Taylor Stitch Leeward Shirt — $188

A perfectly rugged winter shirt for holiday gifting and holiday style.

Yes, more great holiday menswear from Taylor Stitch — how else would you expect to cover everyone on your list? And of course, there’s something to be said for picking up the rugged, layering-ready Taylor Stitch Leeward Shirt — wear it atop your favorite henley on a chilly winter morning … or gift it to someone who’ll do the same.

Revtown Taper Denim in Smokey Indigo — $79

Slim blue jeans in a pleasing wash, perfect for the guy who needs new jeans this season.

If you’re searching for the most affordable jeans on the market to gift this season — particularly to the guy who needs to upgrade his denim — you’d be hard-pressed to find a better pair of denim than the crisply cut, super-soft Revtown Taper Denim (recently released by the brand).

Outerknown Arcana Sherpa Jacket — $198

Warm, comfortable and utterly wearable all holiday season from Outerknown.

If you or a loved one could use an upgraded from the typical company branded fleece, then the Outerknown Arcana Sherpa Jacket is easily one of the best casual winter jackets you can reach for. Layer it atop a rugged chambray shirt or keep it even more laidback with your favorite henley (and be sure pass along those styling tips if you’re gifting it, too).

Lensabl Eyeglasses and Replacement Lenses — Starting at $77

My pick for stylish glasses from Lensabl. The perfect gift for the glasses wearer!

The time to pick up a last-minute gift fast approaches — and if you know someone who could use the gift of better eyesight (it’s a thing), consider pointing them toward Lensabl (and perhaps starting them off with a stylish pair of sunglasses before diving into the brand’s optical collection). What’s Lensabl all about? You can either pick up a pair of the brand’s stylish glasses yourself, or you can use their lens replacement program to swap in prescription or non-prescription lenses to get lenses with blue-light protection and an anti-scratch coating, among other features. I had a chance to test out the Montana Glasses courtesy of the brand, and I can’t recommend them enough.

Flint and Tinder Donegal Scottish Sweater — $198

It’s hard to find an affordable, made-in-Scotland sweater … or at least, it used to be.

Know a menswear aficionado who appreciates an authentic, vintage-inspired sweater — particularly one made in Scotland? Or just looking for a way to stay warm in style yourself this season? Meet the Flint and Tinder Donegal Scottish Sweater, a truly classic winter sweater made for holiday parties and a timeless Chrismas morning in equal measure.

Minnetonka Moccasins Home & Away Collection — Starting at $44.95

The Tilden shown here from this collection blends style and comfort.

Can moccasins and slippers be stylish? Yes, yes they sure can — and can you wear your Minnetonka moccasins outside the house (within reason, of course)? With the Minnetonka Home and Away Collection, (featuring a suede upper and a grippy rubber outsole), you sure can. They’re stylish enough to pick up a pair for yourself for cozy holiday mornings aplenty, and whoever’s getting these on your list will also love ’em.
Relwen Wool Deck Cardigan — $298 

This tough wool sweater is throwback-inspired and yet entirely modern, and the perfect winter sweater, to boot.

If it’s a rugged winter sweater you seek — or if you simply want to help the stylish guy in your life upgrade his winter sweater collection — you could certainly do worse than the handsome, pleasingly classic Relwen Wool Deck Cardigan. It’s one of the best winter sweaters you can step into this holiday season.
JACHS NY Khaki Corduroy Stretch Blazer — $229

A modern-yet-classic corduroy blazer for perfect holiday style.

Consider this surprisingly stylish corduroy blazer both a holdiay party style suggestion and a potential gift for the guy who needs a better blazer. Either way, JACHS NY nails the balance between classic and modern.
Flint and Tinder Selvage Chinos — $168

A new take on stylish selvage chinos for holiday party fun.

Another edition of The List, and more perfectly rugged Flint and Tinder gear for each and every occasion. Not a bad call, right? These are a new take on classic selvage chinos, here just in time to make someone very happy as a holiday gift — and equally agreeable if it happens to be you shopping for some of the best men’s pants on the market.
Lululemon Escape and Explore Long-Sleeve Thermal Shirt — $98

Innovation and adventure paired with comfort and quality from Lululemon.

For all the fun that holiday parties can bring to the season, there are times when you want to kick back and relax — in style, of course. This innovative Lululemon Men’s thermal shirt, made in partnership with the adventure-minded Wilderness Collective, toes the line between rugged and laidback, easy to layer with a classic hooded sweatshirt, and equally at home when paired up with slim jogger pants at home on a winter weekend.
Bellroy Transit Backpack — $239

These sleek backpack comes with all the bells and whistles you need.

For your holiday travel needs and for the perfect gift for the traveler, the sleek, minimally appointed Bellroy Transit Backpack is absolutely the way to go — it’s sharp, durable and yet rugged, all at once.

Harpoon Spruce Tip Ale — Price Varies

A uniquely rich holiday ale that’s here just in time for the season.

Ever had a rich ale made with spruce tips? No? Now, you have. Northeast brewing pioneers Harpoon Brewery have made the Spruce Tips Ale with ingredients sourced from the Downer State Forest in Vermont, and the results are tasty and well-suited to a chilly winter night, indeed.


Maybe it’s just me, but I think we’ve covered something for everyone here with these gifts and gear picks. Specifically, the Taylor Stitch Long Haul Jacket could just be your new favorite jacket — or someone else on your list, that is. There are plenty of other picks in terms of holiday style and gifting, however, from classic selvage chinos to a rugged casual watch — what’s new and what’s next on your list? Let me know on Twitter.

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