Windy City Style: A Summer Weekend in Chicago

Checking out The Bean and Millenium Park on an outstanding summer day in the city. Wearing an American Giant tee and my Need Supply Co. denim jacket, with hair styling courtesy of AXE. Shot by Olivia Hayhoe on an iPhone 7 Plus.

Now, I know what you’re thinking. Wasn’t I just in Chicago? This month even? Yes indeed, Style Guide readers, my travels took me to Chicago for Lollapalooza 2017 just a few short weeks ago and yet … I’m back! Or at least, I was back this past weekend for a family weekend in the Windy City. ¬†My last trip to the city involved a healthy dose of excellent music — including a terrific live show by The Killers — and I was just as excited to be back this time. Incredibly, I’ve even got a fall trip back to Chicago planned, whereby I’ll be sure to pack plenty of fall menswear essentials. Yet, these past few days were about reconnecting with family, exploring the city and catching up with friends right before the end of summer … all in style, of course!

The rest of my family made the trek to take in Chicago’s version of the famed American musical “Hamilton” … while I gave up my seat to my young nephew (Hi, Charlie!), leaving me more time to get out and about in Chicago. That entailed a post-dinner trek to famed indie venue Metro Chicago¬†to see a great indie pop show by Ernest Greene (known by his stage moniker Washed Out). ¬†I’ve gotten quite practiced at loading up my stylish weekender bag with gear to take on the season, from versatile outerwear¬†to a slim chambray shirt and classic sneakers, and this weekend proved no different. Just remember: Going from city to city still calls for on-point travel style. So, let’s get to it.

Men's travel style

Breezy essentials for summer travel, starting with my Grayers Montreaux Windbreaker and carrying through to stylish Frank and Oak leather sneakers and my reliable Huckberry Explorer’s Cap.

Heading straight to the airport in the morning on Friday called for versatile, easygoing style — just as with my last trip to Chicago. Starting with a solid base layer is always key (especially when dealing with airport A/C), so my Grayers Montreaux Windbreaker, a classically designed jacket you might recognize from my Style Pick of the Week series, was the way to go. With its light weight and easy-to-style design, the Montreaux Windbreaker teamed nicely with my equally laidback-yet-polished Mott and Bow denim shirt. Perhaps you recognize the new line of Mott and Bow denim shirts from this site’s Style Pick of the Week series, and I’d say any of the brand’s denim shirts would be a versatile bet the next time you need to throw on a crisp, casual top for travel. ¬†The soft fabric and nicely tailored-but-mobile fit of this slim denim shirt made it an ideal airport layering move, while a new pair of Banana Republic Rapid Movement Chinos¬†offered just the right blend of comfort and stretch.

The whole combo was topped off with my trusty-as-ever Huckberry Explorer’s Cap, a pleasingly vintage-inspired ballcap I love to throw on any time I need to keep the sun off my face. ¬†On the footwear front, a pair of Idyllwild Pull-Up Leather Sneakers from favorite menswear retailer Frank and Oak helped me move around the city with sharp looks and wearbility in mind. And to stay on time, I threw on my trusty Timex x Red Wing Waterbury Chrono, a standout piece from the Timex Waterbury line that looks rugged and goes just about anywhere (particularly with a classic windbreaker and a stylish denim shirt). Want a winning formula for travel style?¬†Pair mobile stretch chinos with leather sneakers and a comfortable shirt featuring textured fabric.¬†

It’s a good thing I was prepped with versatile menswear, because Friday packed in a heck of a lot of exploration and great times around the Windy City. Our accomodations at TheWit Chicago were outstanding — right in the the heart of downtown Chicago, this modern hotel provided a sleek backdrop and stellar views from its roof bar (the ideal spot to knock back a few Bell’s beers — good to be back in the Midwest!). And Friday night’s dinner, featuring family-style pizza, cheese plates and plenty of bread and olive oil, was nothing less than excellent. The next time you get to Chicago, I’d recommend you stop by Quartino!

Mixing earthy tones and casual, versatile staples like an American Giant pima tee and Banana Republic’s Rapid Movement Chinos alongside the CLAE Bradley Mid.

And with Friday in the books, Saturday dawned with the promise of an exciting full day getting to know Chicago more. Seeing as Lollapalooza was packed wall-to-wall with music and I hadn’t visited since college, that left plenty to do — including lots of time spent strolling through MilleniuM Park. As per usual, I prepped with the best men’s gear that I could possibly muster, including a mix of high-low, casual style led by a crisp charcoal pair of my¬†Banana Republic Rapid Movement Chinos.¬†Seriously, if there’s a pair of chinos that combines better range of movement or a more crisp look — the tab closure waist helps with that — I’ve yet to find ’em. ¬†My charcoal chinos matched up nicely with a well-made, breathable Amerian Giant Premium Crew Tee in Drab Olive — a nice contrast of earthy tones that worked well to go from Millenium Park to cool spots like Raised, an urban rooftop spot outfitted with industrial fixtures, premium cocktails and local craft beer.

Saturday’s full ensemble for exploring Millenium Park, highlighted by my CLAE Bradley Mid Sneakers, plus my trusty Need Supply Co. denim jacket and the TImex x Todd Snyder Military Watch.

Like other American-made menswear that I favor, I think you’ll find a simple, stylish T-shirt works with anything on vacation. ¬†The key to a versatile look came from my¬†¬†Need Supply Co. Denim Jacket in 96, another piece that proved a favorite at Lollapalooza 2017 ¬† — it worked just as well this time around, especially as a shot of color to contrast my rich Cocoa Leather Bradley Mid Sneakers from CLAE. This style is comfortable and durable, and for this late August trip, that made them a prime footwear pick. That comfort definitely helped me get around in style — my MVMT Watches Runaway Aviators also helped shield my eyes from the hot Chicago sun, and we took the chance to keep the afternoon rolling. The Chicago Athletic Association Hotel, completely refurbished and recently reopened, harkens back to the city’s glamour and refinement of years gone by. It comes complete with a rotating pop-up bar on the ground floor, plus a game room and ¬†a neat rooftop bar with great lakefront views.

A stylish weekender bag, American Giant shorts and a breezy chambray shirt made for easy travel style.

But as always seems to be the case, the weekend drew to a close too quickly. I had just enough time for a delicious Sunday brunch at the uniquely ’70s-inspied HopCat Chicago lounge before departing the Windy City yet again — and I dressed in casual, breezy travel style to take on the day. For a bit of tailored style mixed with supreme comfort, my all-new American Giant Weekend Shorts — made from hefty rugby jersey cotton — were perfect for a flight back to NYC. And to mix in some high-low style, I threw on my trusty United By Blue Wenlock Chambray Shirt.¬†What with breathable fabric and a neat pattern, the Wenlock Chambray Shirt added some contrast to my laidback CLAE Hayward Sneakers, at once retro and yet crisply modern. And on the accessories front, a handy travel kit and men’s grooming essentials from Baxter of California¬†paired up perfectly together, while my rugged-yet-accessible Timex Waterbury Chrono Diver helped me stay on time in casual style. In all, the laidback, breezy style ensemble helped me make it back to NYC in good time and in good style.

I hope you spent your weekend in the same way I did — with great friends and family, enjoying great times. You can ¬†be sure I’m already looking forward to my next trip — to Chicago or elsewhere. To keep up with my travels and my style tips, check out my Instagram. And tomorrow, you can join us for another #OOTD. Until then, stay stylish!

-Beau

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Hitting the Beach: A Memorial Day Weekend in Florida

Equal parts preppy, classic and laidback. Slim-Fit Player’s Shirt by Criquet Shirts. Surf n’ Turf Hybrid Shorts by Volcom. Leadbelly Sunglasses by Electric. Bransen Dive Watch by CHAPS. Shot on an iPhone 7 Plus.

As the week dawned rainy and a bit chilly in NYC,¬† my mind turned immediately toward sunny Florida –I knew I needed a¬†vacation. And that’s just what I got, as¬†I spent these past few days celebrating Memorial Day weekend in style. I always relish the chance to hop a¬†quick flight south to my parents’ adopted home of Fort Myers, that much is true.¬†¬†Close to pristine beaches and blue water, near to a great craft beer brewery or two, and surrounded by great times, close friends and family and a hearty¬†helping of gourmet home cooking¬†— it’s always a treat! Of course, if you follow me on Instagram, you’re familiar with my visits. And if not? Settle in for¬†a few tips on men’s travel¬†style¬†from my trip.¬†I last trekked down to Florida with my favorite #menswear during a¬†Style Guide spring break¬†visit this past March, and that came not long after I celebrated Christmas in style in Fort Myers. That being said, it never gets old ditching rugged spring outerwear for a bit of much-needed sun! And as always, this trip put my packing mettle to the test.

From NYC to Fort Myers, menswear in tow. Trucker Jacket by Levi’s. Striped Pocket Tee and Cropped Stretch Cotton Chinos by JACHS NY. SYD Leather Watch by Nautica. Havana Sunglasses by Component. Nylite Sneakers by Abercrombie & Fitch x Tretorn. Brass bottle opener and Flight Brief by Owen and Fred. Fillmore Headphones by LSTN Sound Co. Explorer’s Cap by Huckberry.

My last major trip took me to Pittsburgh to see Local Natives — needless to say, conditions were a little bit different (in a great way!), as I hopped a quick flight to Fort Myers. To take on a breezy NYC day and travel thereafter, my Levi’s Trucker Jacket in a seasonally friendly light wash was an easy-to-wear outer layer — and it was just as easy to cram into my trusty Owen and Fred Voyager Waxed Weekender when getting off the plane in Fort Myers. Thanks to my¬†casual office dress code,¬†I was able to sneak in two great pieces from my pals at JACHS NY — the breathable, comfortable Striped Pocket Tee and sharp Red Cropped Stretch Cotton Chinos, featuring a single pleat¬†for modern style.¬†Be on the lookout for similarly easygoing pieces for your next jaunt to a warm-weather locale — and perhaps bring along your own pair of the Abercrombie & Fitch x Tretorn Nylite Sneakers, as I did. When teamed up with my rugged-yet-crisp Nautica SYD Leather Date Watch and my reliable Huckberry Explorer’s Cap, the combo worked for the plane ride … and then grabbing a Corona shortly after arrival.

Beach essentials for a sunny Florida day. T-shirt by Flint and Tinder. 311 Boardshorts by Birdwell Beach Britches for Todd Snyder. Calypso Watch by MVMT Watches. Legend Sneakers by SeaVees. Sunglasses by Component. Pomade by Fatboy Hair.

As it so turns out, Friday was a bright, beautiful and sunny day in Florida — the absolute perfect day to hit the beach and kick off a mini-vacation.¬†No matter where your travels take you, you should start the day with men’s grooming essentials — as it were,¬†I styled my ‘do for the day with the clean and sharp¬†Sea Salt Pomade from Brooklyn’s own Fatboy Hair. And on the apparel front: Simple style always starts with the basics — like a stylish Flint and Tinder T-shirt, made in America with marled fabric. It was¬†a classic complement to my new favorite pair of swim trunks, the beach-ready 311 Boardshorts from the excellent Birdwell Beach Britches for Todd Snyder collaboration.

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Stylish beach gear (Corona not included) from the Birdwell Beach Britches for Todd Snyder collaboration and my new Component sunglasses. Shot on an iPhone 7 Plus.

And it wouldn’t be a day of exploration without my Legend Sneakers from the fine folks at SeaVees — effortless style finely accented by the durable,¬†handsome and functional¬†MVMT Watches Calypso Watch.¬† And for kicking back on the beach, I needed a few more items. Step one: Enter the stylish headphones via the¬†Vibes Box¬†from Bespoke Post. Step two: Enter my¬†wearable and sharp¬†Component sunglasses¬†. The next time you head to the beach, don’t leave behind your stylish beach gear. And with a day of beach-going and pool relaxation in the books, it was time for a classic Hayhoe family cookout. I’d tell you all about my dad’s ribs, but that recipe is a secret!

Functional picks that mix the preppy — my Criquet Shirts Slim-Fit Player’s Shirt — with the¬†utilitarian (my Volcom Surf n’ Turf Hybrid Shorts). Reazer Drive Loafers by Clarks. Leadbelly Sunglasses by Electric. Bransen Diver by CHAPS.

Of course, no trip to Florida would be complete without a Saturday¬†trip to Fort Myers Beach — teamed with seasonal style that fit right in, of coruse. In this instance, that meant my new Volcom Surf n’ Turf Hybrid Shorts were a comfortable, transitional style move — able to move seamlessly from water to land thanks to quick-drying technology. The tailored fit also nicely complemented my slim, tailored and classic Criquet Shirts Slim-Fit Player’s Shirt in a crisp shade of white. You might recognize the Slim-Fit Player’s Shirt¬†from a recent Style Pick of the Week entry — I can vouch that it performed admirably in the heat as I soaked up the sun and sipped a few¬†Coronas.
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And the next time you want to inject a bit of continental style into a polo-and-shorts combo, take the Clarks Reazor Drive Loafer in a bright shade of Blue Nubuck — mine proved quite comfortable and very easy to slip on and off. And when matched up with stylish accessories (specifically, the Electric Leadbelly Sunglasses and the well-priced CHAPS Bransen Diver, courtesy of the brand), I was more than set for a full day of exploration in the Florida sun. A dive watch and versatile shades will work anywhere you travel this summer — especially Florida.

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Gear that doesn’t compromise style in the heat. Wenlock Chambray Shirt by United by Blue. Linen trousers by Bridge and Burn. Penny loafers by Sebago. SYD Leather Watch by Nautica. Brass bottle opener by Owen and Fred. Sunglasses by Component. Pencil by Delfonics.

It should come as no surprise that a day of rest and relaxation — along with another backyard BBQ — was in order on Sunday following two busy days in the sun. I still took on the heat in style though, starting with my slim-fitting and uniquely designed United By Blue Wenlock Chambray Shirt. You might recognize this United By Blue summer essential from my Style Pick of the Week series — with a tailored fit, soft fabric and a cool pattern, the¬†Wenlock Chambray Shirt¬†proved¬†a Florida winner.¬†Particularly when matched up with my cotton-linen blend Bridge and Burn Roark Olive Trousers, I stayed quite cool in the sun. Getting around was also made easier thanks once again to my Component sunglasses, mixing vintage inspiration and a modern edge. I was pleased once again with the tough functionality of my Nautica SYD Leather Date Watch, and I injected a bit of dressy detailing¬†into the ensemble with the Sebago Legacy Penny Loafers in a head-turning shade of red leather. Look for similar day-to-night, transitional pieces the next time you’re searching¬†for a¬†full-day, warm-weather outfit.

Plenty of #menswear to pack into my Owen and Fred Voyager Waxed Weekender, from my Criquet Shirts Slim-Fit Player’s Shirt to my Ministry of Supply Going Places Shorts. Waterbury Chronograph by Timex. Sneakers by Gola. Leadbelly Sunglasses by Electric. Steno Book by Field Notes Brand.

Monday so far promises¬†a full day of Florida relaxation — and a crucial day off work — before heading back to NYC. I¬†brought more on-point¬†gear¬†to fight off the heat,¬†starting with¬†another Criquet Shirts Slim-Fit Player’s Shirt — the organic cotton¬† of the Slim-Fit Player’s Shirt¬†is breathable and comfortable.¬†My Ministry of Supply Going Places Shorts also do¬†a fine job at wicking sweat in a tailored silhouette. And my Gola Classics Comet Plimsoll Trainers add a dash¬†of sporty style to this classic look. Of course, my durable and rugged Timex Waterbury Chronograph (in a cool matte black)¬†has so far paired¬†up nicely with my Electric Leadbelly Sunglasses for one last day in the Florida sun.

Looking back on this weekend, it absolutely brought with it everything I had hoped for — relaxing beach time, some much-needed sand and sun (as always), and plenty of meaningful time with family. In the hustle and bustle of New York City (and in the hustle and bustle of planning for these trips!), life can sometimes fly by very quickly, and yet … this weekend was simply the ideal way to kick off summer. I hope you experienced much of the same on your end¬†this weekend. Know that there’s plenty more travel and plenty more menswear to come on The Style Guide, including a look tomorrow at what to wear to a music festival.

Thanks, as always, for reading!

-Beau

#OOTD: The New Chambray Shirt to Wear This Season

Join us today for another entry in the #OOTD series. If you want to know all about the new chambray shirt to wear this season … it’s your lucky day. From upgrading your pocket tee to wearing a patterned shirt the right way, we’ve certainly covered a lot of ground in all matters spring style — and we’re continuing to do so today, with both sustainability and great looks in mind. Indeed, in the same way that a chambray shirt can work handsomely with a rugged shawl-collar cardigan in winter or a waxed trucker jacket in the fall,  so too can it work in the spring — namely, with a little less fabric in the sleeves. That’s where the United By Blue Wenlock Chambray Shirt comes into play. You might recognize it from a recent Style Pick of the Week entry, and it’s taking center stage now (it’s also been a hot seller via Huckberry, so I’d look to slim short-sleeve chambray shirting from Old Navy to replicate this look). That being said, let’s get to the most important part — your purchase of this shirt helps remove a pound of trash from oceans and waterways, part of the brand’s commitment to the environment. And why should you buy it? Plenty o’ reasons. It features a neat mini-plus sign pattern — just eye-catching enough — and a reliably tailored fit (no baggy shirts — who’s with me?). Both of those features make it perfect for everything from exploring Brooklyn to heading out on a weekend coffee date — and it also can team up with slim tan chinos and a pair of stylish men’s dress shoes for  summer half-day at the office (and happy hour afterward). Alright, so that’s the shirt to wear this season — but what to wear it with? Stick around for the below #OOTD. Stay stylish!

Pairing a cool chambray shirt with slim five-pocket pants, a lightweight bomber and simple sneakers — not bad at all.

The Shirt: United By Blue Wenlock Chambray Shirt, $68 — See, we told you this shirt would look great — right? It’s the ideal way to start a spring style ensemble — slim, unique and ready for just about anything.

The Jacket: Public Rec Apparel Crosstown Bomber, $129 — For those spring and summer evenings when it gets a bit breezy, the Public Rec Apparel Crosstown Bomber is the perfect weight and the perfect silhouette.

The Pants: Flint and Tinder 365 Pant in Earth, $98 — Are you sick of hearing about Flint and Tinder yet? Not quite? Good. The Flint and Tinder 365 Pant in Earth should prove tough, versatile and perfect for situations casual and slightly dressier — particularly alongside the United By Blue Wenlock Chambray Shirt.

The Sneakers: Dr. Scholl’s Rythms Sneaker in Grey Nubuck, $89.99 — For a bit of monochromatic style up against the Public Rec Apparel Crosstown Bomber, reach for affordable, crisp and classic grey sneakers.

The Socks: Darn Tough No Show Ultra-Light Cushion Socks, $29.98 — Because every pair of stylish spring sneakers deserves great socks, get this two-pack of tough (literally) no-show socks.

The Watch: Jack Mason Aviator 3-Hand Watch, $205 —  Tough, rugged and yet refined at the same time, the Jack Mason Aviator 3-Hand Watch is your answer to that age-old question: “What watch do I wear with this outfit?”
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The Sunglasses: Norton Point Charlie 014 Sunglasses, $145 — Blending retro style with a decent price and great quality, the Norton Point Charlie 014 Sunglasses are a great pick-up in advance of summer — truly.

The Everyday Necessity: Nisolo Lori Leather Tote, $134.98 — More than $130 for a leather tote? Well, when it’s an extraordinarily high-quality bag that looks smart alongside your everyday carry, you should give it a shot.
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OK — all ready to wear your new favorite chambray shirt for spring and summer? Of course you are. The building blocks of this outfit are essentials every guy should have in his closet — the United By Blue Wenlock Chambray Shirt is just the beginning. It should look right at home alongside a versatile pair of pants like the Flint and Tinder 365 Pant in Earth. And simple grey sneakers are a nice complement to a casual spring jacket — the Public Rec Apparel Crosstown Bomber is the jacket you need now. Make no mistake, on-point accessories are also clutch — the Norton Point Charlie 014 Sunglasses could be your new go-to pair of shades, while the Nisolo Lori Leather Tote is a reliable and simple way to carry around your goods. All set for this season’s adventures? I know I am!

As always — stay stylish,

-Beau

Style Pick of the Week: United By Blue Wenlock Chambray Shirt

First things first: Make no mistake, the United By Blue Wenlock Chambray Shirt could be your new favorite spring and summer shirt. That’s why it gets top billing as today’s Style Pick of the Week — despite a closely contested race, it came down to one vote …. yours truly. And if you’ve read this blog, you know that United By Blue is a company that gets a lot of things right, from stylish essentials to sustainability. At any rate,¬† it’s pretty essential to have a closet stocked full of stylish short-sleeve¬† shirts regardless. And again, the Wenlock Chambray Shirt could just be that shirt. Think of¬†a short-sleeve shirt as a slightly upgraded, more visually interesting version of your favorite summer polo — and for all those times when you want to throw on something nicer than a T-shirt, yet still casual, a piece like the Wenlock Chambray Shirt. It combines great looks, a unique lighter blue chambray fabric and a visually pleasing mini-plus sign¬†pattern with the sustainable style for which United By Blue is known — and given that we just passed Earth Day, it’s perhaps more important now than ever to pay attention to where your clothes come from. So, know that with your purchase of the Wenlock Chambray Shirt, the brand will commit to remove¬†one pound of¬†trash from our oceans and waterways — not a bad pay-off for doing a little shopping, ehh? You get style points and sustainability — but lest we forget, the Wenlock Chambray Shirt¬†still has plenty going for it in the looks department.
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United By Blue

A neat pattern, modern fit and sustainable style rolled into one package.

For one, the mini-plus sign pattern on the Wenlock Chambray Shirt¬†is a nice departure from plain chambray shirts (as stylish as those are). And the light blue color makes this one easily wearable with slim chino shorts and classic white sneakers — especially classic white sneakers. It’s also modern enough to wear to this office under a lightweight blazer for deceptively cool and casual style (thank the short sleeves for that). And when the work day is done? Slip off that blazer and step up to the bar, ehh? The great thing about the Wenlock Chambray Shirt¬†¬†is that it’s a reliable upgrade in plenty of situations — it looks just a little more put-together for a spring bar crawl or a day out and about around town than a T-shirt. Plus, you could feasibly wear it with a stylish, upgraded baseball cap to a ballgame, too. Oh, and the price — yes indeed, the price is a plus. Keep in mind that you get all this — versatile style, great looks and sustainability — for $68. Considering that you can wear it nearly everywhere — from a spring road trip to a day at the beach — that really is an agreeable going rate. So, whaddya say? Will you be picking up the Wenlock Chambray Shirt? Let me know in the comments or over at The Style Guide Facebook page. Cheers!

-Beau

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