See Now, Buy Now: Filson’s Double Mackinaw Cruiser Is the Warmest Winter Jacket You Can Buy Now

When bone-chilling winter cold hits, where do you go? You go to your favorite brands, companies you can trust when it comes time to get out and about, in spite of inclement weather. Hopefully, you’re also turning to Filson, the century-plus-old heritage outfitter based in the Pacific Northwest and famous for outfitting explorers everywhere. While your own pursuits these days are likely a bit different than old-time prospectors, there’s no denying the next-level warmth and utility of the Filson Double Mackinaw Cruiser, one of the best men’s jackets and a remarkably solid update to the tried-and-true Filson Mackinaw Wool Cruiser Jacket. You’ll find the latest and greatest update to a classic in the never-not-well-stocked Filson New Arrivals section, a perfect place to go as you look to outfit yourself with the best winter menswear. The brand, helpfully, already makes one of the best men’s henleys, not to mention one of the best flannel shirts, so consider this icing on the cake.

That jacket is a personal favorite of mine, with style points aplenty and the kind of warmth and comfort you’ll only find from a brand that builds its gear for the most extreme conditions possible. What sets the Filson Double Mackinaw Cruiser apart from other winter jackets? Well, it helps that Filson has a ton of experience when it comes to crafting menswear and gear for inclement weather. In this instance, that means the Filson Double Mackinaw Cruiser uses 100 percent virgin wool in two layers, all the better to keep you toasty in the falling snow.

As you might expect, the Filson Double Mackinaw Cruiser is packed with the customary bells and whistles from a brand that just knows how to get the job done (they’re useful for when you need to get the job done, too). Military-grade melanine buttons ensure long-lasting durability and protection from the elements, while the Filson Double Mackinaw Cruiser has a whopping nine pockets (nine!), all the better to hold your everyday carry gear — naturally, Filson has you covered in that department, too. The brown wool of the Filson Double Mackinaw Cruiser is a seasonally appropriate style touch, one that makes this a rugged jacket to wear with Filson jeans and one of the best men’s henleys, too.

An added layer of wool at the shoulders also makes the Filson Double Mackinaw Cruiser a burly and extremely warm jacket, no matter how cold it gets out there. A word to the wise: You very well might want to size down if you seek a more snug fit, but the Filson Double Mackinaw Cruiser is also well-suited for layering (check out Filson men’s sweaters if you really want to go all-in on rugged, comfortable, dependable winter style). One last note on the Filson Double Mackinaw Cruiser — it’s a jacket meant to be invested in (it retails for $650, after all), but it’s going to last and last for seasons on end. If that sounds ideal to you — and it should! — then consider making the Filson Double Mackinaw Cruiser your new favorite winter jacket.

See Now, Buy Now: This Everlane Fleece Denim Trucker is the Perfect Casual Winter Coat

Everlane denim jacket

A rugged, classic denim trucker jacket to wear all winter long.

Let’s get right into it today. If you read the blog, you know that San Francisco-based Everlane delivers on some of the best men’s style essentials across the board, be it a classic cardigan for men or a rugged flannel shirt. Add another item to that list today however, because the Everlane Fleece-Lined Denim Trucker Jacket is, as the headline so wisely points out, quite possibly your new favorite casual winter jacket.

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That’s a lofty title to claim, to be sure, but as with all things Everlane, it sseems to live up to that billing. Keep in mind that this rugged fleece denim jacket is nearly sold out, so you’d better act quickly if you hope to scoop it up, but know that other Everlane men’s denim jackets are just as ready for winter layering — perhaps even atop your favorite hooded sweatshirt). The point is, this classic denim jacket amps things up a notch from the typical silhouette for the winter months, what with its warm polyester fleece lining, and that makes it a worthy change of pace from, say, your classic navy peacoat from time to time.

SHOP: The Everlane Fleece-Lined Denim Trucker Jacket

Everlane denim jacket

A seriously cool, tough denim jacket to wear the rest of winter.

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The Everlane Fleece-Lined Denim Trucker Jacket is every bit as well-constructed as your standard issue denim jacket, featuring a rich blue 100 percent organic cotton exterior and classic trucker jacket styling. Contrast stitching and hardware make this jacket decidedly more casual than, say, an all-black denim jacket, but that’s not a bad thing. The warm fleece lining also means you can wear it as your sole outer layer, whereas an unlined indigo denim jacket might work more as a mid-layer (again, perhaps underneath your classic navy peacoat).

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But yet again, the Everlane Fleece-Lined Denim Trucker Jacket comes through in the clutch, giving you the kind of layering ability other jackets only dream about. Wear this atop a rugged thermal henley with black Everlane jeans and tan boots for a rugged change of pace, or go just a bit dressier by teaming the Everlane Fleece-Lined Denim Trucker Jacket with your favorite chambray shirt and grey cotton chinos. The best casual winter jackets for men have plenty of special qualities that elevate them above the everday, and this classic denim trucker jacket certainly checks all the right boxes. With that in mind, go ahead and shop accordingly, folks.

SHOP: The Everlane Fleece-Lined Denim Trucker Jacket

Style Pick of the Week: Outerknown Paz Cord Trucker

A cozy, rugged jacket you’ll want to wear all winter long.

Striking the right balance between cozy and comfortable, rugged-yet-stylish, and also sustainable-yet-fashionable … well, it’s a tough act to conquer. And yet, that’s what the good folks at Outerknown have done with the Outerknown Paz Cord Trucker, a perfectly rugged winter jacket that delivers all the warmth and style you could possibly need. Crucially, it’s also a refreshing change of pace from a bulky winter parka or a thermal puffer jacket (although you very well might need both of those in your rotation, too). The Outerknown Paz Cord Trucker is an ideal jacket when you want to toe the line between office-ready (as a commute-friendly layer atop a crisp Oxford shirt and navy knit tie) or outdoor-minded (worn with tough chore pants to truly take on the elements). It’s the kind of workhorse jacket you won’t regret having when it comes time to head out on a Friday night — the classic trucker jacket silhouette is timeless and nearly speaks for itself. Yes indeed, the Outerknown Paz Cord Trucker is stylish without going too far over the top, and that’s exactly the kind of jacket we so love here at The Style Guide. Oh, and in terms of sustainable style? Outerknown continues to take the cake.

SHOP: The Outerknown Paz Cord Trucker

Available in two versatile, neutral colors.

Outerknown crucially focuses on amping up the classics with materials like organic cotton and a focus on using less water in its production — the result is gear that’s as eco-conscious as it is stylish. Case in point: The hemp they’ve used to make this corduroy fabric is both durable and yet perhaps the perfect crop, given that it strengthens the soil in which it’s grown. Heck, the polyester fill and sherpa lining are also made from recycled materials — when’s the last time you heard of a rugged winter jacket that can do all of that at once? Oh, and it goes without saying that the Outerknown Paz Cord Trucker also looks as great as you’d expect — wear this tough trucker jacket atop your favorite henley and a classic flannel shirt for plenty of warmth and winter-friendly style, or keep the Outerknown Paz Cord Trucker handy with a timeless chambray shirt and expertly faded denim. The trucker jacket styling is akin to that of a trusted denim jacket, so you can rest assured that it wears with most of your closet with relative ease — and that’s what you want from one of the best winter jackets, after all. Bundling up with sustainable style in mind? That’s as good as it gets for winter.

SHOP: The Outerknown Paz Cord Trucker

Style Pick of the Week: Buck Mason Full Grain Sundown Flight Jacket

An enviable leather jacket from the good folks at Buck Mason.

My friends, your search for the best leather jacket might just be complete — that is, if you take my advice and snap up the Buck Mason Sundown Flight Jacket, a classic leather jacket that gives you tons of style points for winter (not to mention crucial comfort and warmth). It’s a perfectly rugged winter jacket you won’t be able to get enough of, whether you pair it with your favorite henley and faded denim or a crisp Oxford shirt and slim chinosBuck Mason just wins and wins, either way. So, let’s get into why you need this leather jacket right now. Like, ASAP. In short, the Buck Mason Sundown Flight Jacket just channels the kind of essential, throwback style that seems to be all the rage right now — it starts with Buck Mason’s approach to quality and heritage construction. The brand was inspired by and founded on the principles of old-school manufacturing and blue-collar style — maybe that’s why this tough leather jacket pairs up very nicely with the brand’s expertly cut henleys and iconic tees. For winter though, you’re going to want to layer up the Buck Mason Sundown Flight Jacket with likeminded cold-weather staples, be it your favorite flannel shirt or a cozy thermal base layer.

SHOP: The Buck Mason Sundown Flight Jacket

All the right details make the difference here. Well-done, Buck Mason.

There are, after all, plenty of touches that make this one of the best leather flight jackets you’ll find out there, from the tough full-grain cowhide leather to the removable shearling collar (crucial for providing unparalleled warmth and style). The tough black leather will only get better over time — see, the Buck Mason Sundown Flight Jacket  is the kind of jacket your father or grandfather would have worn with pride, and you should feel the same way. The quilted satin lining offers both warmth and comfort (especially when worn with one of your favorite henleys), while the overall look is stylish enough for your commute and then happy hour drinks thereafter. There’s really no place a classic leather jacket isn’t going to look anything but super-sharp and stylish — yes, even in the depths of winter. Think of it as a nice change of pace in your outerwear rotation — and indeed, consider the fact that this rugged leather jacket is as at home on the road as it is at a rock show. How can it get any better than that? Answer: It can’t. Add this jacket to your menswear rotation now.

SHOP: The Buck Mason Sundown Flight Jacket