#OOTD: How to Dress for Fall Travel

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD will take one great item and put together a versatile, stylish outfit around it. Look for past features here. Portions of this post use affiliate links, from which a small commission might be earned.

Can you believe we’re talking about fall travel — November travel, even — today on the blog? The year, and this fall season in particular, has really flown by. So, maybe you’re looking ahead toward *cue audible gasp* what to wear for Thanksgiving,  or perhaps you’re just looking ahead to what to wear when you travel next. For most of us, fall travel is a bit of a different animal than dressing for summer travel — while comfort and style are still top of mind, the temperatures are a bit colder (to say the least), and you need layers that move with you as you go. Let’s say you start in a chilly Northern city, but move through to a more temperate climate — the below bomber jacket in this #OOTD can go in your durable weekender bag as you travel. And the rest of the pieces are versatile, classic and easy to wear on the road. If that’s got you wondering what’s next, simply scroll down. If you’d like more menswear inspiration, check out The Style Guide on Facebook or check out yours truly on Twitter.

Mixing the classics - like a chambray shirt & denim -- with a comfortable bomber & travel accessories.

Mixing the classics – like a chambray shirt & denim — with a comfortable bomber & travel accessories.

The Jacket: Public Rec Crosstown Bomber Jacket, $128 — The makers of your favorite pair of everyday pants are back in a big way, namely with a heck of a wearable, comfortable and versatile bomber jacket. It’s the perfect travel layer to get you through a chilly morning and a warmer afternoon — at a very fair price, to boot.

The Shirt: Taylor Stitch Everyday Chambray Shirt in Charcoal Chambray, $118 — If you’re surprised that Taylor Stitch is the pick here, don’t be.  The Everyday Chambray is a slim, well-made four-season essential — so, perfect for fall travel.

The Denim: Flint & Tinder All-American Slim Tapered Jeans, $98 — Why go with dark blue denim here? Well, it’s another four-season essential, and this pair from Flint & Tinder is made in America with a hint of stretch.

The Sneakers: Brooks Academia Chariot Sneakers, $79.99 — From summer weekends to fall travel, the Brooks Chariot Heritage series gets it done — and the Academia is a fall-centric update with a pattern inspired by professorial fabrics.

Huckberry

The Socks: Anonymous-ism Fair Isle Crew Socks, $25 (Available via East Dane) — The Anonymous-ism brand is a sleeper hit for fans of subtly designed, well-made socks, and the neat pattern here is another fall-centric bonus.

The Watch: Timex for J. Crew Watch, $128 — J. Crew’s third-party efforts are a consistent hit, and this simple, effective and subtly stylish watch is one of ’em — it’s low-key enough to wear on the plane, then to drinks after you land.

The Weekender Bag: Sword and Plough Blue Weekender Bag, $359 — Behind every company is a great story, and behind every guy is a great weekender bag — right? The Sword and Plough team repurposes military material for its products, and does a fine job with this stylish weekender bag.

The Finishing Touch: Herschel Supply Co. Chapter Travel Kit, $40 (Available via East Dane) — Instead of hauling your toiletries around in a plastic bag, reach for a durable dopp kit — this one has served me well on trips from upstate New York to Washington, D.C.

Buck Mason - Timeless Design. Made in America.

So that closes the curtain on another #OOTD — what did ya think? In this author’s opinion, a breathable, slim-fitting bomber jacket that merges athletic inspiration and a versatile color is a can’t-miss win. And when mixed with some of your favorite pieces — we’re talking American-made denim and a slim chambray shirt — it’s a surefire travel success. The grey sneakers add both texture and comfort to the outfit, while those red patterned socks offset the outfit’s darker shades with a slight touch of color. And, you can’t really go wrong with a straightforward, stylish casual watch — that goes for your travel day, and that goes for a nice dinner afterwards. Wherever you’re headed this season and beyond, safe travels — and stay stylish!

-Beau

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#OOTD: How to Style a Chambray Shirt This Season

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

Ahh, yes. The hallowed, essential chambray shirt. With its textured cotton fabric, workwear roots and both short-sleeve and long-sleeve iterations, it’s a Style Guide favorite through and through. Now, you might be thinking “Another chambray shirt, Beau? Really?” … really. While we’ve talked about how to style a chambray shirt for spring and we’ve reviewed a great Todd Shelton chambray shirt, it’s high time to circle back around to a style essential that works in all four seasons — especially fall. Those much-welcomed fall breezes certainly have taken their time showing up in NYC, but if the season is finally changing where you are, there’s no better time to style a chambray shirt. And the one we’re talking about today just might be the best out there. Folks, it’s the Taylor Stitch Everyday Chambray Shirt — a piece you might recognize from our Style Pick of the Week series — and it’s made with top-notch Japanese chambray fabric and sturdy double-needle construction. There’s no getting around it, the Everyday Chambray Shirt is the one to buy this season (well, not the only one … but perhaps the best). How exactly to style this thing? With rugged-refined #menswear essentials, of course. Read on for more.

The perfect chambray shirt, worn just the right way for a perfect season in menswear.

The perfect chambray shirt, worn just the right way for a perfect season in menswear.

The Shirt:Taylor Stitch Everyday Chambray Shirt, $118 — Well, you’ve already got a bit of the rundown, but Taylor Stitch made this site’s Approved Brands page for a reason, and this shirt is a huge part of that. With a pleasing blue color, visually interesting front-button chest pockets and the ability to be worn casually or a bit more dressed up, you don’t want to mess with the Everyday Chambray Shirt.

The Henley: Flint & Tinder Marled Long-Sleeve Henley, $62 — If you caught this site’s piece on how to style a henley for fall, you know exactly why it’s here. The mid-weight marled jersey fabric is of excellent quality, the fit is modern and the color is versatile.

The Denim: Dickies X-Series Slim-Fit 5-Pocket Denim Jean, $29.99 — Since when did Dickies start making slim denim? You’d best pay attention, and snag a pair or two for a great deal and nice comfort.
The Boots: Thursday Boots President Boot in Cognac Suede, $199 — The team at Thursday Boots hits another home run with the Cognac suede being used on a few varieties of boots this season, and the sleek President is the perfect boot pick for a rugged ensemble.
The Socks: CHUP Missouri Socks, $38 — Colder weather calls for heartier textures and a shot of seasonal pattern – the Missouri Sock is your answer.

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The Watch: Timex x Red Wing Waterbury Chronograph, $158 — There’s no question that something as tough as a Taylor Stitch chambray shirt needs a watch that stands out in rugged fashion — the Timex x Red Wing line is your best best.

The Hat: Carhartt WIP Key Ribbed Beanie, $35 (Available via East Dane) — If it’s getting chillier out, you need a hat to fight the chill. Carhartt — and even its fashion-oriented WIP line — knows a thing or two about that.
The Weekend Essential: United by Blue Trail Weekender in Olive, $97.98 — Sometimes, you need a functional, durable bag that just gets the job done; that’s where the Trail Weekender comes in.
And in a nutshell folks, there you have it. A rugged piece like the Taylor Stitch Everyday Chambray Shirt is just the kind of ideal finishing touch for fall — it’s got hearty texture, workwear-inspired roots and sturdy construction. All those keys lend it to pairing with like-minded pieces, like a durable henley. The look is grounded with slim grey denim and sleek suede boots, and tough accessories are always a great way to go — particularly when you need to stand up to the chilly weather. The excellent thing about the Taylor Stitch Everyday Chambray Shirt is that it can be kept in your rotation year-round, as we always preach at The Style Guide. For a bit over $100, that’ll make it an essential part of many a fall #OOTD — and plenty beyond.
Snag the Everyday Chambray Shirt while it’s still around at Huckberry.

Buck Mason - Timeless Design. Made in America.

Fall 2016 Style Wish List

Editor’s note: For other seasonal style wish lists, click here.

Can you believe it’s (nearly) here already? Fall? Me neither. As always seems to come up with these seasonal style wish list posts, it feels as if I just sat down to write the last one — did you manage to pick up everything from your spring style wish list, while we’re at it? Making what can feel like the rather abrupt transition from style built for the heat of summer to style geared toward cooler climes is a luxury for some of us, but it can be just as much of a struggle if you’re looking to add transitional pieces to your wardrobe. And of course, it might still be a bit warm in your area. But fall is coming, and we’ll get to that in the coming weeks. For now, we’re still in Wish List mode here at The Style Guide. So, the below pieces are picked (sometimes) with budget in mind, but they more likely represent the best of fall style out there — according to this #menswear editor, that is. That means we’re looking for pieces that more often than not exude rugged, versatile and exemplary fall style — it’s a time for crisp breezes, crunching leaves, walks in the park, some football-viewing and beer-drinking … it’s, in short, the most wonderful time of the year (wink, wink). Don’t believe me? Read on for the below Style Wish List picks, and follow along on Instagram for more transitional style inspiration — you won’t be let down, promise!

#1. Flint & Tinder Flannel-Lined Waxed Trucker Jacket — $198

A durable new piece of outerwear that's built for darn-near anything.

A durable new piece of outerwear that’s built for darn-near anything.

Ladies and gentlemen, boys and girls — step right up, because the good folks at Flint & Tinder have done it again with this stunning waxed trucker jacket. The makers of your favorite domestically produced boxer briefs and a stupendously great hoodie have really outdone themselves this time with a beautiful piece of outerwear that’s practically tailor made for fall. The Whiskey color is rich and should look great with dark denim and a rugged henley, and the herringbone flannel lining should keep you nice and warm through all sorts of fall festivities. Feel free to rock this guy into winter, too — the Martexin 7oz. waxed sail cloth can handle a little inclement weather.

#2. Todd Shelton Classic White Oxford — $200

The ideal Oxford to offset the ideal fall jacket -- right?

The ideal Oxford to offset the ideal fall jacket — right?

This Oxford shirt right here is another Wish List-worthy piece, if only based on price alone. Every guy needs an essential Oxford shirt in his closet — we’re talking one that pairs with everything from chinos and crisp white sneakers in the summer to that durable waxed trucker jacket in the fall. Well, this Oxford fits that bill beautifully. It’s made from a substantial but breathable 100/2 ply cotton (that’s two fine yarns twisted together), and the made-in-America construction and customizable fit are huge bonuses to a piece that’s investment-worthy in every sense of the word. It’s a great piece year-round, but it would add an extra touch of crisp refinement to your favorite fall style essentials, like a shawl cardigan and sturdy dark denim.

#3. Johnston & Murphy Eldredge Wingtip Boot — $275

Italian-made leather wingtip boots that you won't want to take off? Sign me up.

Italian-made leather wingtip boots that you won’t want to take off? Sign me up.

From my recent travels to Michigan to  a Labor Day weekend in Asbury Park, Johnston & Murphy has certainly won over this style writer for blending comfort, quality and affordability. With that spirit in mind, it’s easy to see why a dependable, durable-looking and just plain handsome pair of wingtip boots makes the cut on this list.  Handcrafted in Italy, these tan calfskin leather boots are the ideal mix of rugged and refined, able to add a bit of flair to faded grey denim or a pair of slim wool trousers — try out either combination from one day to the next if you don’t believe me.  Oh, and don’t forget stylish socks that add a bit of color and comfort, will ya?

#4. Flint & Tinder Marled Long-Sleeve Henley — $62

The answer to your search for the perfect fall henley, made right here in America.

The answer to your search for the perfect fall henley, made right here in America.

Yet another piece from Flint & Tinder on this list? Believe me, the brand’s new fall collection really is that on-point. We here at The Style Guide (ahem *just me*) love a rugged henley, and it looks as if the newest addition to the Flint & Tinder line takes the cake in terms of the designated henley spot on this year’s Fall Style Wish List (only partially kidding). While it’s also available in versatile colors like Navy and Olive, you really can’t go wrong with  a classic white henley. It’s another made-in-America piece that’s going to have you covered for all sorts of style situations, particularly including pairing with a certain tough trucker jacket (can you see a theme here?). Of course, it’ll also set you right for layering under everything from a wool blazer at the office to a navy field jacket at your next rock concert.

#5. M.Gemi Netto Leather Sneakers — $228

Low-top leather sneakers in the fall? If you know how to style them, yes indeed.

Low-top leather sneakers in the fall? If you know how to style them, yes indeed.

Yes, we’re going with another pair of footwear to round out this list (although it was mighty hard to narrow it down to just five!). These sneakers are certainly a worthy Wish List — or wait list — addition, as they’ve sold pretty quickly (that seems to make them even more covetable, however). A pair of rich brown leather sneakers is a pretty underrated style accessory in fall — it’s still sneaker weather, even if at first it might not seem like it. The color of this particular pair makes them as versatile as leather chukka boots — style them with a white Oxford and navy chinos for a high-low office look, or pair them up with a crewneck sweater (and yes, even that waxed trucker jacket) for a dash of slightly dressy weekend style. What are you waiting for? Hop on them before they sell out!

Buck Mason - Timeless Design. Made in America.

Are you fully on-board with the above Fall Style Wish List picks? I certainly hope so. There’s plenty more fall style-centric content to come in the weeks ahead, particularly focused on pieces you’ll love to wear, like leather chukka boots, slim henleys and yes, a trucker jacket or two. If tackling the changing seasons at first feels daunting, look for investment-worthy pieces you can wear across all seven days of the week — dependable boots and a crisp white Oxford should certainly be on your shopping list if you don’t have ’em already, and a reliable long-sleeve henley is a must-buy (at least in the mind of this author). Everyone should splurge — truly — on a staple piece of outerwear that you can wear all season long, and that waxed trucker jacket is Exhibit A. Heck, the longer it takes me to write this post, the more ready for fall I get. If you’re in the same boat, or if you feel I missed any fall style picks, give me a shout on Twitter.