#OOTD: How to Dress Casually This Winter

We’re a month into the new year, and the question for all of us #menswear fans has to be: Are you sticking to your men’s style resolutions? Finding ways to improve your wardrobe and upgrade your style? Hopefully, that’s the case through these first few weeks of 2017 — and it’s that same approach that should apply to¬†even seemingly casual, daily style.¬†We’ve talked tailored winter style, we’ve talked classic winter style and¬†now, we’re talking about a style situation that can sometimes be a difficult balance — casual winter style. For those times you want to be relaxed and comfortable, yet put-together. Even if you’re only making a quick morning coffee run or an evening beer run before hosting friends, putting your best foot forward is, as we always talk about at The Style Guide, crucial. So, we’re taking staple pieces of your wardrobe and switching them up a bit — a classic black jacket, sharp denim and your favorite pair of leather boots, for starters.¬† Read and shop the below #OOTD,¬† leave questions in the comments section below, and follow along on Instagram for more daily winter style inspiration.¬† Good luck out there!

Taking basic pieces and amping them up with improved fits, great fabric and yes, great style

Taking basic pieces and amping them up with improved fits, great fabric and yes, great style.

The Jacket: Reigning Champ Trail Jacket, $198.98 — Lest you think that this Trail Jacket is basic, its performance and classic silhouette speak for itself (namely, the terry cotton and nylon combo is functional and easily wearable).

The Henley: Faherty Brand Waffle Henley Sweater, $154.98 — Part henley, part sweater and a substantial upgrade from your standard weekend T-shirt — warm, cozy, ultra-stylish and yes, pricey.

The Denim: Abercrombie & Fitch Slim-Straight Performance Winter Jeans, $35.20 — Is there such a thing as winter denim? There certainly is — and for a great price, you’re getting excellent comfort, a tremendous fit and comfortable fabric.

The Hat: Ebbets Field Flannels for J. Crew Detroit Cubs Ballcap, $49.50 — A ballcap in this instance? Absolutely — we’re going for casual style after all, and this hat is a unique, vintage-inspired conversation starter.


The Boots: CAT Footwear Sutter Boots, $210 —¬† While you could always swap in a pair of handsome leather sneakers, tough leather boots are the way to go in the snow — plus, they add a bit of sharpness to this casual look.

The Socks: Richer Poorer Stitcher Classic Boot Sock, $16 — Comfort, quality and a bit of sport-inspired style — that’s what you’re getting with these crisp boot socks.

The Belt: Abercrombie & Fitch Woven Leather Belt, $30.80 — Add some seasonally appropriate texture and casual style with this nicely priced, versatile leather belt. Wear it with slim chinos and a navy blazer to the office, too.
Beckett Simonon

The Watch: Timex Weekender Chrono Oversized, $84.95 — It’s tough to beat the reliability, durability and simple style of a Timex watch for the price. You could also go with the sharp Form-Function-Form Horween Leather Weekender here.

The Briefcase: Joshu + Vela Zip Briefcase, $265 — Be it lugging around your laptop or your everyday carry, you need a great bag. The Joshu + Vela Zip Briefcase¬†is handsome, beautifully made and durable — just what you need.

That’s a wrap on this week’s #OOTD — although it’s sometimes easy to let your style slip up in casual situations, resist the temptation to do so with functional, comfortable pieces that fit, feel and look great. Starting with the technical-yet-sharp Reigning Champ Trail Jacket¬†and continuing with reliable layering pieces like the Waffle Henley Sweater, you’ll be set in terms of warmth and versatility. Brushed cotton denim and tough leather boots hardly ever fail, and they’re a nice way to complement more casual accessories, like that vintage-inspired J. Crew ballcap and Timex watch.¬† And no matter the occasion, a reliable bag like the Joshu + Vela Zip Briefcase¬† is the perfect way to carry your gear from point A to point B. OK, got all that? You bet.

Thanks for reading and stay stylish,

-Beau

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Heading north: A weekend in Upstate New York

Editor’s note: To check out more northeast travel style, click here.

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The right gear for a rugged fall day. Faux Shearling Aviator Jacket by Johnston & Murphy. Wool Shirt by Abercrombie and Fitch. Slim-Fit Tapered Leg X-Series Denim by Dickies. Sutter Boots by CAT Footwear. North Fork Leather Fedora by Goorin Brothers. Glasses by Frameri.

If you’ve been following along with us at The Style Guide in this grand fall #menswear adventure, you know that I love to travel. It seems that theme has come up quite a bit, but there’s something about certain times of year —¬†especially fall —¬†that I associate with great vistas and great travel. Be it heading northeast to Providence to see an all-time favorite band (that would be Local Natives) to stopping through my home state of Michigan last month, this season has been a terrific time to hit the road with my favorite menswear gear in tow.¬† And in the case of this past weekend, that took me to the lovely upstate town of Hudson — it came highly recommended to me via my good friend & fellow blogger Alex Luckey, and seeing as I’m never one to pass up a chance to get out of the city and relax, I had to do it. How does one travel in style from NYC to a quiet town of about 7,000? I set out to do just that.

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More fall exploration around the rustic outskirts of Hudson. Faux Shearling Aviator Jacket by Johnston & Murphy. Wool Shirt by Abercrombie and Fitch. Slim-Fit Tapered Leg X-Series Denim by Dickies. Sutter Boots by CAT Footwear. Tweed Ripley Cap by Kangol. Glasses by Frameri.

Now, I had traveled upstate on¬†a Memorial Day trip earlier this summer, but Hudson presented its own set of challenges. It was a chilly Friday morning in New York City, and chillier upstate.¬† I knew my Johnston & Murphy Faux Shearling Aviator would more than stand up to a crisp fall breeze — and¬†it did so¬†while providing great value.¬†The fit is relatively slim, but I had more than enough room to comfortably layer my rugged Abercrombie & Fitch Wool Shirt and a trusty long-sleeve henley underneath. The multi-layered combo was perfect for the lovely autumn weather and the quaint, cultured small town of Hudson. For a denim option fit for both NYC and upstate, I grabbed my Dickies X-Series Slim-Fit Tapered Leg 5-Pocket Pant¬†— it’s a comfortable, well-fitting and affordable pair of ringpsun cotton pants with a hint of stretch. I topped the look off with the seasonally appropriate Kangol Tweed Ripley Cap and a pair of seriously tough CAT Footwear Sutter Boots — talk about mixing function and fashion. Of course, I also couldn’t resist the urge to break out a sharp,¬†vintage-inspired North Fork Leather Fedora¬†from Goorin Brothers¬†— it’s a beautiful hat that I picked it up at the brand’s terrific West Village shop at a neat event hosted with Courvoisier Cognac. Now, a wide-brimmed leather fedora might not be for everyone, but it might very well move into my rotation soon. In short, the combination was perfect for a day exploring Hudson.¬†The next time you find yourself moving quickly from one spot to the other, an easy-to-wear leather jacket, layers to combat the cold¬†and tough leather boots are key.

Now, what exactly is there to do in a small upstate town? Actually, a heck of a lot. Hudson has quickly developed a reputation as a burgeoning enclave for outstanding arts and culture — the small town plays host to¬†well over a dozen¬†art galleries that display a mix of modern, contemporary pieces and local works. On top of that, there’s a vibrant music and film¬†scene, starting with the reclaimed¬†industrial Basilica Hudson complex,¬†as seen above¬†—¬†the space¬†hosts both experimental music performances and weekly film screenings. Plus, there’s a treasure trove of vintage, vintage-inspired and reclaimed clothing —¬†particularly at Artists and Revolutionaries,¬†seen at the top of this post. ¬†And as the city’s cultural scene has grown,¬†a really excellent¬†gourmet food scene has sprung up — that was evident on my first stop of the trip. A quick caffeine jolt was crucial at Rev Coffee, known for its well-curated approach to roasting and pastries.¬†The town’s proximity to the gorgeous Hudson River waterfront is also prime — the scenery and fresh air was much needed coming from the hustle and bustle of New York City.

Make no mistake, once you amble away from the water, there are still plenty of places to explore. Part lodge, part bar, part shop and full of rustic, rugged vibes. W.M. Farmer & Sons was nearly worth the trip in and of itself. This stunning outpost serves¬†up home goods, lifestyle wares and a heck of a meal¬†— along with an accompanying hotel.¬†Even in Brooklyn, there’s really nothing like it — and that’s mighty refreshing. With a coffee bar that’s open daily and a strong selection of craft beer¬†and cocktails — including a tasty bourbon-and-cider concoction known as the Bear Trap — you could certainly kill a few hours hanging out in this beautiful space.¬†Yes, with my aviator¬†jacket, tweed cap and rugged Timex x Red Wing Waterbury Chrono, I felt like I fit right in with the location’s old-time charm. Oh, and I’d highly recommend the the Cast Iron Bar Burger if you’re feeling hungry.¬†A delicious gourmet meal definitely called for a nightcap at the neat, eclectic and pleasingly minimal OR Gallery and Tavern, an Iceland-inspired, converted auto garage that serves as a bar, gallery and accessories¬†shop. Their refreshing selection of¬†craft beer¬†was topped only by the night’s festivities — a neat, intimate performance from Nico Turner of long-running, eclectic rock outfit¬†Cat Power. Again, the ambiance was entirely unique for an upstate trip — and my daytime gear took me right on through to a chilly night in style.

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Enjoying a coffee in the crisp fall air outside the OR Gallery and Tavern. Waxed Cotton Field Jacket by Johnston & Murphy. Striker Sweater by Johnnie-O. White Oxford by Todd Snyder. Kinzie Denim by Mugsy Jeans. Plaid scarf by Ties.com Waterbury Chrono by Timex x Red Wing Heritage. Glasses by Frameri. Cognac Suede Wingtips by Thursday Boots.

Even with an active Friday in the books, Saturday called for more exploration yet. Even for a smaller town, Hudson is filled with neat sights around every corner — and when you start the day off with¬†a stop at MOTO Coffee/Machine, you’re sure to fuel up the right way (trust me …. I love my coffee).¬† And luckily, my gear was more than up to the fall weather. I took on a chilly morning with my Johnston & Murphy Waxed Cotton Field Jacket, a heritage-inspired piece with plenty of durability. It layered easily over a slim, soft and comfortable Striker Sweater from¬†the fine prep clothiers at Johnnie-O — don’t sleep on the quality of the brand’s knitwear, as it’s undoubtedly worth the investment. My Ties.com Syracuse Fringed Scarf helped me fight the afternoon breeze, too. And the mix of sporty and heritage gear was offset nicely by a versatile Todd Shelton White Oxford. I finished off the look with a pair of Kinzie Jeans¬†from Mugsy Jeans — they’re cut with room to move, ¬†perfect for exploring a hip town in style. They offered a casual contrast alongside my tough, durable Cognac Suede Wingtips from the fine folks at Thursday Boots¬†— they’re a brand-new offering for the company, and they’re worth the purchase.¬†The combination was nicely offset again by my reliable, handsome Timex x Red Wing Waterbury Chrono.

Beckett Simonon

As the day presented with it plenty of exploration, I was more than happy to have trusty gear with me for the ride. From a rich coffee to gallery strolling and menswear shopping at the immensely well-curated Mutiny NY, I¬†was more than happy to have the chance to visit such a neat,¬†diverse and¬†thoughtful town on a beautiful fall Saturday. Mutiny NY¬†in particular represented some of the best menswear shopping on the Hudson — we’re talking brands from¬†The Hill-Side to Universal Works.¬†Topping the day off with an excellent mackerel dish at the rustic-yet-refined Fish & Game proved a neat¬†capper¬†to an overnight trip that felt longer, yet moved too quick —¬†isn’t that always the way it goes?

Of course, there’s also nothing quite like heading¬†right back¬†into the city and¬†zipping downtown to a¬†buzzed-about concert, right? Mysterious, ethereal Brooklyn-based¬†trio Wet¬†¬†— past openers for personal favorite¬†CHVRCHES — put on¬†what one can only describe as a vibey, groovy show to rival¬†Beach House. That they filled up the¬†sometimes-cavernous Grand Ballroom at Webster Hall is to be applauded — and it was certainly worth the quick turnaround from train station to concert! Crucially, my tough waxed field jacket and durable suede wingtip boots more than fit in with the eclectic style found at a rock conert. Talk about a heck of an end to a great day, and a great trip!

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A casual-yet-premium Johnnie-O wool overshirt, sport-inspired CLAE x JackThreads sneakers and tapered FOURLAPS sweatpants — the perfect set of Sunday pieces, finished off with a Club Monaco cashmere hat and the Timex x Red Wing Waterbury Chrono.

As with any whirlwind trip, Sunday brought with it the need for some much-needed relaxation time. Luckily, I found my Sunday gear to be on-point all the way through. The team at FOURLAPS makes athletic basics that merge comfort with simple style, and its Rush Joggers are a prime example — perfect for a casual day around Brooklyn, in fact. I paired those up with more easygoing style, starting with the Johnnie-O Pines Shacket, a well-made, soft wool shirt-jacket made from an incredibly soft fabric blend. It matched easily with my Flint and Tinder Marled Long-Sleeve Henley, the perfect seasonal layering piece. To complement a look that was equal parts sporty and stylish, I stuck with my CLAE x JackThreads Strayhorn Mid Sneakers — the grey wool provided a touch of fall-ready textured, and the neat chukka silhouette offered some nice contrast to my tapered sweats. Now, am I saying you should step out for Sunday brunch in sweatpants? Not necessarily. But when the occasion calls for some relaxation and delicious coffee at the likes of Willamsburg shop Homecoming, it’s probably OK.

As with plenty of recent weekend travels, this past weekend brought with it some of my favorite things — a bit of fall travel to an amazing upstate town, a ton of stylish menswear, some delicious gourmet food and¬†a requisite helping of live music. To top it all off with a relaxing Sunday and some Williamsburg exploration was really great — with so many opportunities nearby and just down the road, I’m very thankful to live in New York City. Let’s not forget everyone who reads this blog — thank you! I hope you enjoy¬†reading it as much as I¬†enjoy writing it.¬†I think that’s as fitting a way as possible heading into Thanksgiving. Curious as to what you should wear? Stick around later this week for a Thanksgiving style suggestion.

Oh, and in the meantime? Stay stylish!

-Beau

Huckberry

Online Shopping Picks: The Best Men’s Boots for Fall

Editor’s note: To start your seasonal shopping, check out these men’s style picks.

Fall boots? Yes, we're looking in that direction today. Karnes Alpine Hiker by Johnston & Murphy. Ivy Blazer by Grayers. Blue Oxford by JackThreads. Silver knit tie by Banana Republic. Mod Watch by Timex x Todd Snyder. Glasses by Frameri.

Fall boots? Yes, we’re looking in that direction today. Karnes Alpine Hiker by Johnston & Murphy. Ivy Blazer by Grayers. Blue Oxford by JackThreads. Silver knit tie by Banana Republic. Mod Watch by Timex x Todd Snyder. Glasses by Frameri.

There are few times of the year I love more than fall — if you’re a devout reader of this blog, you certainly know that. Now, is it too late in the fall season, per se? I think not. We’ve got time before Thanksgiving, certainly. And as far as the weather goes, it’s finally the perfect time to get that fall style wish list in order, and it’s about time to get a full rotation of stylish men’s boots rolling. Not that there’s anything wrong with a sharp pair of leather sneakers, but the crisp breezes of fall lend themselves to staples that get a lot of play on The Style Guide during this time of year — everything from selvedge denim to classic chambray shirts to boots (and boots … and more boots).  So if you aren’t yet satisfied with your boot collection, or you find yourself looking to add another pair (or two, or three), we’ve got your shopping picks below. Keep in mind, these aren’t necessarily full-on functional boots that you’re going to want to stomp through the snow with  — that comes later this season. They are, however, boots that are equal parts sharp and stylish, casual and a bit more crisp. None of those are bad things to look for when shopping around, ehh? See how to style your boots via Instagram or over on the good ole Twitter-sphere.

#1. Thursday Boots Black Wingtip Boots — $200

The latest introduction from a brand that consistently delivers.

The latest introduction from a brand that consistently delivers.

Yow-za. Right? From durable suede chukka boots  to concert-ready moc toe boots, the team at Thursday Boots keeps expanding its arsenal in stellar fashion. The brand’s latest release — which just dropped last … Thursday (wink, wink) drives the brand forward even further. It’s a heck of a sharp wingtip boot done in sleek black. Even your author — who normally favors brown leather wingtip boots and the like — would consider taking these for a spin. The beauty of a sleek black pair of boots is that they’ll still work with garment-dyed chinos or blue denim  … or heck, sand chinos … no matter the day of the week.
Frank & Oak
#2. Johnston & Murphy Karnes Captoe Boot — $198

A lug sole, brogue captoe detailing and a sharp tan calfskin upper -- all big bonuses.

A lug sole, brogue captoe detailing and a sharp tan calfskin upper — all big bonuses.

The folks at Johnston & Murphy are doing big things as of late, from opening a new menswear-only shop in NYC to continuing to release excellent footwear staples for the season. The Karnes Captoe Boot is among that standout set of durable, style-forward and affordably priced boots, with hand-stained calfskin leather and brogue captoe detailing. Plus the charcoal wool ankle collar is a neat touch that adds comfort and seasonally appropriate texture. Wear these with jeans and a wool blazer or your favorite V-neck sweater and a classic chambray shirt for versatile style.

#3. CAT Footwear Sutter Boot $210

A rich shade of burgundy in oiled full-grain leather -- an excellent fall boot.

A rich shade of burgundy in oiled full-grain leather — an excellent fall boot.

From checking out the brand’s boots at Governor’s Ball this past summer to checking out their current crop of fall footwear offerings, this #menswear writer has been mighty impressed at what he’s seen from CAT Footwear. The Sutter Boot continues that upward streak in handsome fashion, crafted from oiled full-grain leather and featuring a rich burgundy color. The rubber outsole and Goodyear welt add plenty of durability — these are just the right boots to pair with grey flannel trousers and a navy peacoat to head to the office this fall and winter, seriously.

#4. Chippewa Original 6-Inch Service Boot in Crazyhorse — $269.95

Dependable, durable and surprisingly versatile -- that would be the 6-Inch Service Boot, folks.

Dependable, durable and surprisingly versatile — that would be the 6-Inch Service Boot, folks.

Chippewa Original means nothing but business when it comes to rugged, durable boots — picking ’em up through Huckberry means you can throw in some dependable accessories, too. The Service Boot plays off real working man’s boots, with a Goodyear welt and leather laces for both durability and long-lasting style. Yes indeed, these guys are a classic pair of fall boots, one that wouldn’t look out of place with slim selvedge denim as you head to a weekend coffee date. And lest you worry they aren’t quite versatile enough, you can still team with slim charcoal trousers and an elbow-patch cardigan for a bit of old-school office style.

#5. Wolverine 1000 Mile Boots in Black — $360 (Available via East Dane)

All-black everything -- and still highly wearable.

All-black everything — and still highly wearable.

Perhaps it’s just me, but I certainly do love a pair of rich brown leather boots — for their versatility, their sharp looks, you name it. Now, that being said — the above boots aren’t brown. A shock, I know — but crisp black boots (particularly the Original 1000 Mile Boot) are both a nice change of pace and an essential in a guy’s footwear rotation. They’re going to offer a slick contrast to everything from blue selvedge denim to olive chinos, and they’re going to do so while providing long-lasting durability. Even if you find yourself reaching for black boots over brown, that’s an underrated option to have on-hand for everything from crisp fall weekends to busy fall days at the office (or the classroom, or on campus — you get the picture, yeah?).
Huckberry

So, in reviewing the above #menswear picks, you might have noticed something missing. Perhaps Chelsea boots are more your thing? Check out this fall style suggestion, for starters. Maybe you’re a guy who loves stylish chukka boots? Knock yourself out.  The right pair of fall boots should mix durable style with rich seasonal colors and the ability to pair with durable denim, flannel trousers, olive chinos — and that’s just the start, ehh? Buying quality — like those pricey-yet-durable Chippewa Original Service Boots — can definitely pay dividends, too. If you think I missed any picks on this list, let me know over on The Style Guide Facebook page — it was tough to get to just five, I tell you what!

Happy shopping, and check back on Friday for our weekly #menswear news recap,

-Beau