#OOTD: Wear This Outfit on Your Next Weekend Trip

Come along for the ride today on The Style Guide as we dive into an #OOTD that should come in pretty darn handy over these next few weeks and months. Folks, we’re talking today about a stylish, mobile and versatile #menswear look to wear on your next weekend trip. And we’re building it from the ground up, focused on wearable classics like stylish leather chukka boots and a durable, great-looking weekender bag. Whether this outfit takes you to a quaint country town, a friend’s house or an upstate trip — or, dare I say it, a “staycation” — I think you’ll be ready for the road, followed by a stop at a new favorite watering hole. Truly all the goods are here. I’m telling ya, you’re gonna love this Taylor Stitch shirt-jacket and the casual staple pieces we’re pairing it with,  It’s an outfit that’s just a bit rugged, just a bit refined and very ready for nearly anything. We’ve got a few choice layers to combat late summer and early fall breezes, plus a stylish leather watch to wear as you travel, too. All sounds pretty great, right? Dive in, leave any feedback below and hop on over to my Instagram or The Style Guide Facebook page if you can’t get enough of what we’re serving up.

Layer right on up with a stylish shirt-jacket, a classic Oxford and other staples ready for travel or play.

The Top Layer: Taylor Stitch Maritime Shirt Jacket, $148 — Seeing as chillier temperatures are approaching, it’s a wise bet to outfit yourself with a rugged shirt-jacket that slips on and off with ease — Taylor Stitch makes one of the best out there.

The Oxford: Flint and Tinder Texas-Made Oxford, $89 — If there’s one workhorse you need in your bag for a weekend trip, it’s  a classic Oxford shirt. Try this charcoal Oxford from Flint and Tinder — it’ll play nicely off the Taylor Stitch shirt-jacket, and it’s made in America.

The Chinos: Banana Republic Aiden Slim Rapid Movement Chino, $98 — A relatively recent offering from a brand that specializes in versatile gear for the modern man, these stretch chinos are perfect for a day of travel.

The Chukka Boots: Nisolo Luca Chukka Boot, $174.98 — Packing light on the footwear front is easy when you wear classic chukka boots like the Nisolo Luca Chukka Boot — agreed? Agreed.

The Socks: (Not Pictured) Anonymousism Cotton Stripe Sock in Khaki, $8 — You’d do well to stock up for your trip on at least a few sets of affordable, stylish and unique Anonymousism patterned socks.

The Briefs: Bread and Boxers Boxer Briefs in Black, $18 — Comfort and simple looks are two qualities you should always keep top of mind when packing (and wearing) briefs — Bread and Boxers will sort you out nicely.

The Watch: Timex Waterbury in Red Wing Leather, $139 — Just as with your classic Oxford, there’s one other essential you’re going to want to keep handy, and that’s the ever-stylish Timex Red Wing Waterbury. Durable, tough and sharp.

The Weekender: Bradley Mountain Utility Bag in Brush Brown, $159 — Sized just right for a few nights away, this handsome, rugged and stylish weekender bag from Bradley Mountain should be your next luggage purchase.

The Wallet: Herschel Supply Co. Raynor Passport Wallet in Nubuck, $49.99 — Even if you’re not heading overseas, having a useful, utilitarian-yet-stylish passport wallet like this one from Herschel Supply is a solid way to round out your everyday carry.

Well, do you think we packed enough essentials for your trip? Starting with a durable pair of leather chukka boots and a stylish weekender bag only sets you up for success — and layering accordingly keeps you traveling in style, too. I can’t say enough about the rugged versatility of the Taylor Stitch Maritime Shirt Jacket — it’s seriously perfect for chilly evenings and day trips alike. And we’d be remiss if we left out a classic Oxford like the one seen above from Flint and Tinder, another remarkably wearable addition to your travel gear. Well-considered details like Anonymousism patterned socks are also the name of the game, and the Red Wing Waterbury from Timex is a watch that could feasibly never leave your wrist throughout the trip. Have any questions on how to pack for your trip or what to wear on the road? Shoot me a note on Twitter — let’s talk menswear!

Thanks so much for reading,

-Beau

Style Pick of the Week: Hudson Shoes Lewiston Chukka

Hudson Shoes

The handsome pair of chukka boots to get you ready for fall.

Alright, Style Guide readers. I’ve got good news and … more good news. The good news is that you’re really going to like today’s Style Pick of the Week. The better news is that we’re one week closer to everyone’s favorite #menswear season — fall. OK, maybe jumping the gun a bit (or a lot). And yet, it pays to be prepared when it comes to the best men’s gear for the season — right? So, let me introduce you to the Hudson Shoes Lewiston Chukka. Yes indeed, the Lewiston Chukka is a heck of a pair of chukka boots to put on your shopping list for fall. Heck, they can help you step into any situation in style, at any point in the year. Seriously. A classic pair of men’s chukka boots can work wonders with the simplest outfits. A stylish Oxford shirt and slim dark denim? Throw on leather chukka boots. Slim grey denim, a henley and a blue denim jacket? Lace up the Hudson Shoes Lewiston Chukka. A herringbone blazer and navy chinos when the fall rolls around? The Lewiston Chukka is your best bet. And the best part is, you can get ’em for a nice deal through Bespoke Post. The cognac leather upper is all style, while the leather lining is all comfort. And the rubber sole is made for navigating tougher terrain than your average pair of dress shoes. That’s really not all the Lewiston Chukka offers, truly.

Hudson Shoes

A closer look at the sleek profile of the Hudson Shoes Lewiston Chukka.

In addition to the solid price for a pair of year-round chukka boots, you’re getting neat design by way of Britain. Like the Crockett & Jones chukka boots that James Bond wears so well in “Skyfall,” the rubber sole on the Lewiston Chukka adds a bit of durability and traction in the rain and on other slippery fall surfaces. Again, just because it’s August doesn’t mean you shouldn’t look ahead. To wit: The Lewiston Chukka is going to sit just right under grey flannel trousers and a navy topcoat on a blustery day, and you can even wear ’em to the office and then to happy hour after without needing to switch them out.  That’s what I’m talking about, folks. All of that means you should give the Lewiston Chukka a serious shot now –and later in the fall season. Oh, and the custom stitching means you’re getting something no other shoe brand can bring to the table; well-done, Hudson Shoes. So, what do we think of the Hudson Shoes Lewiston Chukka? Are we ready for fall? Rest assured, we’ll be talking more in the months to come about the best men’s boots for fall and beyond — and you can expect the Lewiston Chukka to make that list.

Hey — stay stylish!

-Beau