The Sunday Sale: Take Nearly 40 Percent Off These Suede Chelsea Boots at Bespoke Post

Score these rugged-yet-refined Chelsea boots for under $100 at Bespoke Post.

If you’ve taken a look at your rotation of rugged winter boots and the like, perhaps you’ve spotted a bit of a glaring hole: A pair of the best Chelsea boots, preferably with a bit more refined and dressy construction than your trusty winter snow boots, yet with a bit more durability than your favorite dress shoes. After all, a guy’s got to get dressed up in the dead of winter sometime, right? And that “sometime” is right now via today’s Sunday Sale, which lifts the curtain on some of the best men’s Chelsea boots of the moment.

Indeed, the Shoe The Bear Suede Chelsea Boots, funny name and all, represent one of the best deals you can get on Chelsea boots for winter right now, and they’re up for grabs (but not for long!) via Bespoke Post. Snag them for nearly 40 percent off via the always well-stocked Bespoke Post Sale section — you might be surprised what else you find on sale there, but let’s stick with the Shoe The Bear Suede Chelsea Boots for now, shall we? (On a side note, I’ve also written about my top Bespoke Post sale picks elsewhere on the blog). But back to these boots: Two handsome and easily wearable color options, a rugged Brown and an eye-catching Green, are available, so take your pick and let’s get rockin’.

The great thing about Bespoke Post, for starters, is that the NYC-based company stocks and sells excellent brands big and small (in addition to its rotation of Bespoke Post subscription boxes), and you’d sure be hard-pressed to find a better pair of Chelsea boots under $100 this instant.

SHOP: The Shoe The Bear Suede Chelsea Boots 

One of two excellent colors in which you can score your new favorite Chelsea boots.

They’re made in Portugal using handsome 100 percent suede and built with a sleek profile, the sort that would work well with slim blue jeans or olive chinos in equal measure. That dressy-but-versatile design also lends itself to plenty of pairing options on your top half, from a rugged flannel shirt to a thermal henley and an unstructured blazer. Think high-low style that befits these casual times, but whatever you do, get the Shoe The Bear Suede Chelsea Boots on your feet ASAP.

Now, these classic suede Chelsea boots are best worn when you’re not dealing with plentiful snow drifts, but the flexible outsole should still provide solid traction on cobblestone streets as you search out a heated outdoor dining space. Be sure to treat them with waterproofing spray for even more wearability this season. Of course, you’ll have to act quickly, because at a price like this one ($99 at Bespoke Post), I’d wager that the Shoe The Bear Suede Chelsea Boots won’t be around for much longer.

SHOP: The Shoe The Bear Suede Chelsea Boots 

Style Pick of the Week: Astorflex Chelsea Boots

Editor’s note: Expect these posts weekly detailing one standout item coveted by yours truly. Sometimes, these fit within budgetary restrictions and other times, they’re expensive splurges worth saving for. For more Wish List items from Beau, head here, and to see other Style Picks, head here. Portions of this post use affiliate links, of which a small commission might be earned.

A sharp Chelsea boot made responsibly with premium materials? Sign me up.

A sharp Chelsea boot made responsibly with premium materials? Sign me up.

As hard as it can be to shelve your favorite summer sneakers, there’s something to be said for the durability and style of a great Chelsea boot in the chillier months. From a rock concert to the office and beyond, the stylish Chelsea boot is a super-sharp, upscale answer to a pair of rugged leather lace-up boots — and the good news is, there’s no wrong time to wear them. Particularly in the fall months, something like the Astorflex Chelsea Boot will have you set up for plenty of style situations ahead — particularly in a rich, versatile and yet neutral color like the Dark Khaki option pictured here. And well, that’s why it’s this week’s Style Pick of the Week. The Astorflex brand, sold by the Style Guide favorites at Huckberry, is a company that continually looks to update its offerings — they just introduced some low-cut sneakers, and the Astorflex Chelsea Boot  is just the latest in its rugged-refined set of products. Crucially, they’re handmade in northern Italy with premium European leather. And if you value exacting craftsmanship in your Chelsea boots — in addition to great style — these are the boots to get. The leather itself is aged for 30 days in a mixture of oak bark, water and powdered mimosa — how’s that for attention to detail? And the resulting finishing process is top-notch, as well. They’re made with 100 percent natural rubber soles and memory foam footbeds — talk about the perfect blend of form and function.

Huckberry

Along with those top-of-the-line materials and environmentally friendly construction process, they’ve got top-of-the-line styling potential. The silhouette is such that they’re able to be worn to a rock concert (seriously!) alongside dark blue or black denim, topped off with a durable henley. And the rest of the week, you can team them with wool trousers and a V-neck sweater (maybe atop an essential chambray shirt?) for days at the office. The rubber sole on the Astorflex Chelsea Boot  should be sturdy and durable, while the premium suede should hang in there through the fall months with a little care. When the spring hits, they’d also be a unique complement to light wash denim and your favorite pocket T-shirt. With the Astorflex Chelsea Boot , the design and materials are so on-point that there’s no wrong way to wear them. Not sold on a Chelsea boot yet? Give these a try for an agreeable price ($180 ain’t too bad), and rock them as much as you can.

Grab the Astorflex Chelsea Boot  via Huckberry  now.

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Style Suggestion: How to Dress for Fall Weather

Editor’s note: For a full set of style suggestions for fall, click here.

We’re slowly (but surely) creeping toward fall — it seems like that’s been the case for a couple of weeks here at The Style Guide, but it’s certainly no more true than right now. Dressing for football season has started, there’s a bunch of great new music out — that signals tons of fall tours and rock concert style — and it’s high time to, well, get with the times. So, grab your fall style wish list and get hip to the scene. Even if it takes a while to get chilly, you’ll still want to have the proper gear on hand when it does. I know temperatures have been high here in NYC, but I’m definitely anxiously awaiting fall. For all of you loyal Style Guide readers (I know you’re out there), it signifies a really fun time of year in terms of menswear. If you’re one who tends to get sick of the oppressive heat — and even tires of heading to the beach — it can be a welcome change of pace to throw on heavier layers and incorporate durable texture into your #menswear ensemble again. And being able to play around with deep fall colors and textures — as some of the picks do below — is another reliable signifier that the season is changing. Everywhere you look, it’s about that time. Wthout further ado, here’s a look at how to dress for fall. Catch more style tips daily on the ‘Gram or Twitter, and leave any thoughts on this look in the comments.

The Jacket: Old Navy Canvas Coat — $69.94

Not as heavy as a winter parka, not as lightweight as a spring jacket -- hence, a great fall coat.

Not as heavy as a winter parka, not as lightweight as a spring jacket — hence, a great fall coat.

You feel a crisp breeze in the air, but a lightweight spring jacket won’t cut — and it’s not heavy winter topcoat time, either. What’s your reliable go-between? A cotton canvas coat in a rich shade that’s perfectly primed for fall. Although the interior of this jacket is lined with a neat striped cotton, it should prove reliable and not too heavy for layering. Details like the front patch pockets call to mind workwear of days past, and the rich Bandolier Brown color is going to handsomely offset the blues in the rest of this ensemble (although we don’t want to give too much away yet).

The Shirt: Taylor Stitch Everyday Chambray Shirt — $104.98

Beautifully made, able to withstand anything and certainly able to make that transition to fall.

Beautifully made, able to withstand anything and certainly able to make that transition to fall.

Were you expecting something other than a stellar Taylor Stitch chambray shirt here? I hope not, because I’d bet you’re disappointed right about now. The brand takes the same attention to detail that’s made its Standard Issue Chinos beloved by The Style Guide, and applies that process to a heck of a chambray shirt. Featuring sturdy double-needle construction, a midweight 7oz. chambray fabric and a fit that’s modern yet mobile, it’s the ideal contrast to that handsome brown jacket. Plus, it’s got the type of classic looks and styling potential that’ll work the rest of the year, too.

The Denim: Flint & Tinder All-American Slim Tapered Jeans — $98

New denim from a menswear line that gets essential fall basics right.

New denim from a menswear line that gets essential fall basics right.

The brand that produces your favorite set of American-made boxer briefs and other stellar fall menswear delivers again with new denim that’s part of its deepest product offering to date. For fans of versatile, timeless style, that’s very much a positive. These jeans are every bit an essential pair of fall denim, made from 12oz. Cone Mills fabric and featuring one percent of stretch  — that touch will make it easier to wear ’em on fall hikes or walks in the park. The slim fit is a must-have these days, although the brand’s waist sizing does go up to 40. Grab one pair of these, wear the heck out of them and watch them tell the story of a great fall season.

The Boots: JackThreads Kimbo Chelsea Boot in Brown Calf Leather — $110

Part of a new set of footwear offered from the excellent E-commerce retailer.

Part of a new set of footwear offered from the excellent E-commerce retailer.

Since when does JackThreads make footwear? Since this season, that’s when. It’s part of the brand’s mission to expand on its stellar menswear line and take up some serious real estate in your closet. When they’re able to churn out crisp pieces like these refined Chelsea boots for just a shade over $100, that’s very agreeable. A stylish Chelsea boot works nearly any time of year, yet they seem particularly fitting for fall. They’re not nearly as clunky as some thick winter boots, and they feel especially sleek alongside slim denim and a chambray shirt (some stylish leather chukka boots could also work here, though).

The Socks: Mack Weldon Everyday Striped Socks — $14.50

Easygoing socks for daily wear -- in a color that plays along nicely with the rest of this outfit.

Easygoing socks for daily wear — in a color that plays along nicely with the rest of this outfit.

The folks at Mack Weldon are consistently churning out everyday basics that’ll have you covered from the ground up, from its Vesper Polo to pieces like its Merino Long-Sleeve Tee, and if you read this blog as much as I think you should, you’re well-acquainted with those pieces (wink, wink). So, it only makes sense that you should round out your wardrobe with some striped Mack Weldon socks that add a nice bit of color contrast to the deep blues and browns of this outfit. Ya feel me?

The Watch: MVMT Watches The 40 in Rose Gold/Brown Leather — $120

A stunner of a watch for a stunningly low price.

A stunner of a watch for a stunningly low price.

Are you familiar with MVMT Watches? If not, you definitely should be. That is, if you’re a fan of stylish, affordable eye-catching watches — and who isn’t? There are some watches that are so refined in their design, you can wear them more casually — that’s certainly the case with this MVMT Watches timepiece, crafted from a rich brown leather-brown dial-rose gold case combo that’s a heck of a looker. It’s a way to offset some of the more rugged pieces in this outfit, like the canvas coat and chambray shirt. More importantly, it’s dressy enough to wear later on this season with, dare I say, the Taylor Stitch Telegraph Suit?

The Belt: J. Crew Suede Belt — $55

Texture in the form of a refined belt for the season.

Texture in the form of a refined belt for the season.

This suede belt first made an appearance in this site’s suggestion on how to dress for a football game, and it’s back here and adding a change of pace to this outfit in the process. The look is already quite heavy on rugged style, to be sure, so it’s fitting that a suede belt comes into play. Fall is the perfect time to try out texture where you might not do so normally, and for more than $50, you better get a lot of wear out of this belt to justify the initial price (although this particular pick is suede, a handsome leather belt like the Tanner Goods Classic Belt would work, too).

The Sunglasses: MVMT Watches Runaway Sunglasses — $75

Equal parts retro cool and affordable style from a watch maker who knows how that stuff works.

Equal parts retro cool and affordable style from a watch maker who knows how that stuff works.

Wait a second — MVMT Watches does sunglasses? Yes, they sure do. And why do we have sunglasses in this post? Well, as this is transitional style and all, it’s still going to be a bit sunny out there most days, whether you’re taking a hike through a park, heading to a bar crawl or taking in that football game. These sunglasses aren’t too precious to take a beating, and more importantly, they’ve got a distinct air of retro cool about them. Just like the watch, they’re perfect to pair with everything from that Taylor Stitch chambray shirt to … wait for it… the decidedly modern Taylor Stitch Telegraph Suit.

And there you have it, folks — pick up one, all (or heck, none?) of the above items and prep for fall in style. As we always aim for at this #menswear blog, reaching for pieces that are going to have your back the rest of the year is a solid bet no matter the season. And if given the chance to wear a durable chambray shirt with a crisp canvas coat, take it. The combo is just the right amount of rugged with venturing too far off the beaten path, and pieces like slim, dark denim and brown leather Chelsea boots keep things modern. A refined watch and cool-as-heck sunglasses are items every guy needs, yet not every guy has — except you. And you can never go wrong with accessories from staple players like Mack Weldon and J. Crew. Head-to-toe, there might not be a better time to be a style fan — and that’s what makes fall menswear so great.

What’s your take on this ensemble? Have you picked up any of these pieces?

#OOTD: How to Dress for A Rock Concert

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.

Chances are, we’ve all got certain style scenarios throughout the week we have to tackle — be it dressing for a laidback office or a laidback summer weekend, there’s a multitude of conundrums (and opportunities!) to navigate in any given week. If you enjoy live music — as I very much do — you might also find yourself attending a show or two … or three. Heck, from the 2016 Panorama music festival to Governors Ball to an upstate trip to see Lucius, I love it all, and I get out and about to shows quite a bit. If you read this blog, you certainly know that; maybe you’ve even tackled a similar scenario, such as how to dress for a summer music festival. However, non-festival settings are a different animal entirely. We’re usually talking an indoor venue, a more compact crowd, and possibly time spent waiting in line outside. So, what are you going to wear? And namely, what’s a combination that might hold up alright at the office and then heading to the show itself? This is one of the essential questions in life (wink, wink) and it’s the one we’re going to answer below. As yours truly likes to drive home, looking for ways to improve — and maintain — your style comes down to always seizing the chance to do a little bit extra when it comes to getting dressed. That’s where style upgrades come into play, even off the clock. The below outfit certainly has a few of those. If you want to keep up with what I’m wearing at my next show (obviously), head to Instagram. To check out my thoughts on music & other musings, check out my non-menswear Twitter — it exists! — right here.

Ready for the front row -- a chambray shirt, slim black denim and Chelsea boots are about as concert-ready as it gets.

Ready for the front row — a chambray shirt, slim black denim and Chelsea boots are about as concert-ready as it gets.

The Jacket: Abercrombie & Fitch M-65 Military Jacket, $150 –The (somewhat) new and very improved Abercrombie & Fitch is keeping that roll going into the fall season with pieces like this timeless, sharp and versatile field jacket. It works just as well over a knit tie with a blue Oxford as it does with this outfit’s other pieces.

The Shirt: Buck Mason Short-Sleeve Chambray Shirt, $108 — If you’ve kept your eyes peeled, you’ve seen this Buck Mason short-sleeve chambray shirt as part of this site’s Style Pick of the Week series. It’s an essential done the right way, and the short sleeves will keep you cooler even underneath the jacket.

The Denim: Levi’s 505C Slim-Fit Jeans in DeeDee Wash, $98 — Is it cliché to wear black jeans to a rock concert? Not when that pair of denim is inspired by an actual archival style worn by rockers like the Ramones. (Read more by yours truly at The Manual).

The Boots: Soul36 Fairmont Chelsea Boots in Taupe, $249 — Because no trip to a concert is complete with rock-ready footwear, suede Chelsea boots that can handle a bit of a beating are the exact way to go.

The Socks: Pair of Thieves Okapi Socks, $10  — When your outfit relies on lots of shades of blue (plus some black and tan), a vibrant shot of red is never a bad thing. The price on these Pair of Thieves socks simply can’t be beat.

The Belt: Tanner Goods Classic Belt in Hickory, $99.98 — An average belt just won’t do here — no, your belt should be one that works at the office and at a show, and a refined-yet-rugged Tanner Goods belt is neither too dressy or dressed-down.
Frank & Oak
The Watch: AVI-8 Hawker Hunter Watch, $270 — Seeing as we’re pushing for an outfit that’s equal parts rugged, tough and office-ready, this aviation-inspired timepiece — featuring a beefy 45mm case diameter and smart dial design — is ideal.

The Wallet: Andar Wallets Scout Wallet, $22 — Before we get into what makes this wallet so great, know that you can get 10 percent off your purchase with the code ‘STYLEGUIDE’ — now, why should do that? This wallet is slim enough to fit into the front pocket of that denim, functional enough to hold a small amount of cash and a few essential cards, and memorable enough in design that you won’t leave it behind at the bar.

As you can see in the #OOTD above, the small style details matter, from the cut of your shirt to the color of your socks — and they can be merged into one functional outfit that’s fit for something as unique as a rock concert. Those suede Chelsea boots that you might pair with a business-casual look will fit right in as you jockey for a front-row spot (or a spot at the bar). Pieces like a navy military jacket and a chambray shirt are multi-season essentials that work particularly well for transitioning from location to location — indoors or outdoors. The military jacket is rugged yet sharp when paired up with that crisp blue short-sleeve chambray shirt. And while black denim might feel a touch rebellious, a clean wash in a dark color is certainly as concert-ready  as durable pair of inky blue denim. Lastly, that durable watch and slim wallet are nice additions to your daily haul any day of the week. If you have suggestions or thoughts on what you’re wearing to your next show, write me a note on Twitter (my #menswear one, if you prefer).

Stay stylish and snap a concert video for me,

-Beau

The Friday Read: Athleisure, Common Projects Chelsea Boots and the 2016 Olympics

Editor’s note: Expect these posts once a week on Fridays — consider this a jumpstart on reading for your weekend downtime. Expect a mix of style and non-style content. For more entries, click here.  

With so much going on at the (small but well-appointed) Style Guide HQ, it’s becoming tough to keep track of the days. If it’s Friday, that must mean it’s almost time to hit the road again — this Sunday, I’m heading west to Liberty Fairs in Las Vegas, before a day back in New York … and then more travel to my home state of Michigan. But first, Liberty Fairs — it’s a twice-yearly contemporary men’s trade show, and it stopped in the Big Apple about a month ago during New York Fashion Week: Men’s.  It’s another chance for retail buyers, fashion editors and writers and industry pros to get a look at what top menswear brands are slinging for the Spring 2017 season. There’s certainly a lot of hustle and bustle associated with trade shows, but ultimately, they’re about exploring new brands, analyzing key industry trends, and forging strong relationships in the menswear industry — that much I know is true, as I’ve met some great people at large, sometimes overwhelming conferences (take my buddy Jamal of StyleSocietyGuy, for instance).

Buck Mason - Timeless Design. Made in America.

With that in mind, building those relationships is my primary objective, as I’m jetting out there on behalf of Timberland to meet with media and rep the brand as part of my day job. Of course, you can expect a full #menswear blog post coming at the completion of my trip (click through here for more travel style in the meantime).  While my mind’s been fully focused on prepping for the upcoming trip, the Olympics have also captured my attention — maybe yours, too? If you’ve got an Olympics viewing party on the docket this weekend, here’s what you should wear. Or perhaps you just want to check out more of those hilarious Michael Phelps face memes? Go for it. Before you go too far down that rabbit hole, stick around here and check out the week in all things men’s style — everything from stylish boxer briefs to athleisure is up for discussion. To keep up with my travels in real-time, head to Instagram or Twitter — and click through the pieces below to start your weekend in style.

  • Now more than ever, Esquire says you should grab yourself a stylish pair of Chelsea boots — and I tend to agree! In fact, The Style Guide took a look earlier this spring at the best men’s Chelsea boots to buy now.
  • While we’re talking about  Esquire, the publication also reviewed the best boxer briefs for men — if you know me, you know I love me some Mack Weldon boxer briefs, although those didn’t make the aforementioned list.
  • We talk a lot (I mean, a LOT) about style upgrades on this blog, and sandals are one area that’s often overlooked. If that’s a part of your wardrobe you want to look a little better, the footwear purveyors at GREATS have you covered (as always). The brand’s new Amalfi Slide is a luxurious, Italian-made leather slide available in crisp white (Blanco) or black (Nero), including two versions stamped with “BKNY,” a nod to the brand’s #BornInBrooklyn roots. As crazy as it might seem to advocate for leather sandals, designs like these popped up on the runways at Todd Snyder’s New York Fashion Week: Men’s show in July 2016. Crucially, the leather quality and subtle looks mean these might not look that bad at a particularly relaxed barbeque — I’ll let y’all be the judge of that.

Looking for more style content? Look no further.

  • What’s one shirt — not chambray — that you can wear across all four seasons? The essential Oxford shirt. So, here are the 10 best Oxford shirts for men, as rounded up by yours truly at GearMoose this week.
  • Lastly, the balance between looking good at the gym and looking sloppy can be pretty small — and if you want gear that’s versatile outside of slinging weights, it’s even trickier. That’s where athleisure comes into play; the style (or trend) mixes traditional tailored silhouettes with technical fabrics, and I wrote about 5 athleisure lines to know for The Manual.

Follow along with this weekend’s explorations on Instagram, and check back Saturday for another Style Pick of the Week entry.

Buck Mason - Timeless Design. Made in America.

Online Shopping Picks: Stylish Men’s Chelsea Boots to Buy Right Now

Editor’s note: Get the scoop on all the #menswear you could ever need with all The Style Guide’s online shopping picks.

Chelsea boots via ASOS, with a bit of seasonal wear-and-tear. Learn how to style yours below, folks.

Chelsea boots via ASOS, with a bit of seasonal wear-and-tear. Learn how to style yours below, folks.

In case the headline wasn’t enough of an indicator, today we’re talking Chelsea boots on The Style Guide. Like other pieces that once seemed relatively trendy (remember when J. Crew  nearly single-handedly brought back the now-essential chambray shirt?), these guys have practically become a safe bet as far as a great footwear option for stylish guys. They’re not as hearty as a sturdy pair of winter boots, to be sure, but in the right style and color, they can definitely work in three seasons — and maybe four, if the snow holds out. The silhouette is generally sleek and sharp, and that seemingly goes for whether you pick ’em up in brown or black leather, or suede — all picks seen below. A bit of rocker edge never hurt anyone, either. And while at first it might take a while to get used to just slipping into a pair of boots — as it did for me — you might soon find they’re your go-to footwear option when you want to step away from leather sneakers, dress shoes or more military-inspired boots. Check out today’s Style Guide picks, and give us a look on Facebook for all the menswear content you can possibly ‘Like.’

#1. Thursday Boot Company Brown Duke Boot — $199

A reliable and (hopefully) hard-wearing pick from an upstart brand.

A reliable and (hopefully) hard-wearing pick from an upstart brand.

While it was an exceptionally close call between the Duke Boot and the Ellis Boot from Jack Erwin (option numero dos), a slightly lower price and more versatile brown leather swayed this writer (more readily wearable in winter, see?). Thursday Boots continues to be a solid option if you want to up your boot game for not a whole lot o’ dough, and they nearly always deliver. You get better quality than a pair of Chelsea boots from a fast retailer like H&M, yet you’re not ponying up an arm and a leg from a pricier brand. Added details like the studded rubber outsole should ensure a smooth grip no matter the season.

#2. Jack Erwin Ellis Chelsea Boot in Brown Suede — $220

Sleek and sturdy at the same time -- a nice combination.

Sleek and sturdy at the same time — a nice combination.

Perhaps it’s the thought of springtime being (hopefully) not too far off, but these beautiful Jack Erwin brown suede Chelsea boots end up near the top of this list for a few great reasons.  On the comfort end of the equation, these boots feature a rubber sole and full leather lining — both things you’ll be grateful for if you’re out and about a lot. And on the looks end of things, the suede appears rich and high-quality — take ’em for a spin with some white jeans when the time comes. Sure, they’ll require a little extra care and will probably be needed to shelved when heavy snow hits, but the rest of the time, they’re on the money.

#3. Wolverine 1883 Garrick Chelsea Boot — $175

Heritage-quality leather and rugged style details at an approachable price.

Heritage-quality leather and rugged style details at an approachable price.

As sold by East Dane, these boots are part of Wolverine’s 1883 line, which has more than a dozen individual styles on the brand’s Web site. The biggest thing to note here is that, somewhat incredulously, you’re getting the Wolverine brand name for under $200 — no small feat when you look at the brand’s 1000 Mile line (particularly the Camden Chelsea Boot). At any rate, the Garrick is a slightly more rustic-looking Chelsea boot, what with burnishing details on the toe and heel, plus that wrinkled leather. These will still do just fine with dark denim or navy chinos, and they’d even add a nice contrast to spring denim.

#4. ASOS Tan Suede Chelsea Boot — $68.43

Dark tan suede Chelsea boots that combine some unique color with a terrific price.

Dark tan suede Chelsea boots that combine some unique color with a terrific price.

Got an extra two quarters lying around? So these ASOS Chelsea boots are, it goes without saying, a downright steal for the price. And they’re another style that, like the Florsheim boots above, are a very worthy pickup if you’re looking to dip your toes into this trend. They’re cut a little lower on the heel for a slightly more continental look . Note that the suede isn’t the highest-quality, but it’s actually held up decently as part of a rotation and with less winter wear (the pair you see at the top of the page belong to yours truly — thanks Santa!).

#5. Florsheim Indie Gore Boot in Toffee — $99.90

More casual in nature thanks to the color and gore detailing.

More casual in nature thanks to the color and gore detailing.

Florsheim’s Indie Gore Boot has bit more going on visually than the typical Chelsea boot thanks to the side-gore detailing and the textured leather. Those aren’t all bad things, though. You’re getting a more casual pair of Chelsea boots — there is such a thing — for a great price. Feel free to beat these things up a bit; they’re the perfect pair to pick up if you’re just giving the silhouette a try. The Toffee color would sit nicely under some slim wool trousers now, and they’d work equally well under lightwash denim in the spring.

Putting together this list was quite tricky — it’s certainly no small feat to sort through Chelsea boot options when lauded retailers like Common Projects are throwing their (very minimal) hats in the ring. If you find yourself on an extreme budget but really want to go for the style, an option like H&M isn’t all bad for now, and more comfort-minded brands like Dr. Scholls are also producing Chelsea boots with a rugged edge. The biggest key to keep in mind is how you can make them work for you. If you find yourself wearing a lot of slim denim and mixing staples like tees with unconstructed blazers, the Chelsea boot is going to be a similarly slick style option. But if you need a more rugged pair of boots for crossing town, maybe save these guys for special occasions. Either way, it’s one footwear option I’d say you should give some thought to in the coming weeks — before everyone else beats you to the punch!

Stay stylish and happy shopping,

-Beau
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