
Photo-Illustration: The Strategist; Photos: Retailers
While sales bins are always full of great deals on women’s clothes, they’re often sparser on the men’s side. There are fewer deals, lower discounts, and less availability. But that doesn’t mean good deals on menswear don’t exist; you just have to do a bit more digging. I’ve done that work for you today. I’ve combed through the Strategist archives and scoured the internet for excellent deals on excellent products, from jeans and sweaters to socks and underwear. Whether you’re looking for a refined button-down and some classic khakis or new shoes and accessories, we’ve got you covered.
For even more great discounts in every category, make sure to sign up for the Strategist Sales Alert newsletter to receive each day’s best deals in your inbox (as well as sales just for newsletter subscribers). And if you want even more, sign up for our regular email newsletter for tons more exclusives.
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The full-length, long-sleeve version of Berlinger’s pick.
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This is one of two Uniqlo tees that made it onto our list of best white tees for men. It’s a heavyweight option that’s “still soft and never feels too stiff.” The blue colorway is also on sale and available in a range of sizes.
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A heavyweight pocket tee with a flattering angled hemline and cool contrast stitching that makes it stand out from the crowd.
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This deeply discounted and highly rated tee is made from a moisture-wicking poly blend that makes it perfect for both workouts and everyday wear. It comes in six colors, all of which are on supersale and still available in most (if not all) sizes.
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Wool, and merino in particular, is great at regulating body temperature, wicking away moisture, and resisting odors, making it a particularly excellent fabric for warm-weather wear. It’s also great for cold weather of course, which makes this Filson tee a perfect year-round piece. Merino is also wrinkle-resistant, so you really can’t go wrong.
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This polo pony-stamped Oxford is a true classic, which is why it’s claimed a spot in our Menswear 100.
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For a more formal look that’s also a wardrobe staple, here’s another staple button-down from our Menswear 100.
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An everyday button down with some rugged flair. It’s made from durable Donegal fabric, which has a textured look but still feels soft on the body.
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I’m surprisingly smitten by this men’s boatneck, and I suspect it’ll look even cooler if you size up.
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The classic J.Crew rollneck with a seasonal twist.
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This turtleneck, which we recently named of the best men’s sweaters, is “elegant but not stiff” and “a great way to introduce color into a winter rotation,” says fashion consultant Nico Lazaro.
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While I’m partial to stripes, this 100 percent merino-wool sweater also comes in five very nice solid colors.
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Another all-merino style from Alex Crane that also makes a great year-round layering piece, thanks to the wool’s heat-regulating properties.
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This fleece sweatshirt has an oversize but slightly tapered cut, so it looks stylish instead of sloppy.
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One of the best pairs of chinos we’ve come across (and a fun throwback to those iconic Gap commercials.)
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Uniqlo’s chinos are a steal even at full price, so this half-off pair is bound to go fast.
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These straight-fit trousers have a more formal silhouette, but the fine-wale corduroy gives them a casual twist. The deep-green color is also very nice.
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These classic, flat-front trousers have a slim-but-not-skinny cut, are garment-dyed for a lived-in look, and come in both twill and corduroy versions.
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3sixteen’s work pants have a wide leg and high rise for a classic vintage silhouette, and are made of a heavyweight, garment-dyed chino that’s simultaneously structured and broken in. If you can’t find your size in the black, try the khaki colorway, which is also on sale.
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These moisture-wicking shorts come in a range of really fun colors.
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This unlined (read: lighter-weight) corduroy jacket has a thick, six-wale ribbing, stylish oversize cut, and functional two-way zip.
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Depending on what you wear under it, the sherpa lining on this canvas jacket makes it a versatile, multi-season topper.
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This heavyweight twill blazer has an oversize fit that makes it great for the work week and the weekend.
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This Arc’teryx shell is made from waterproof and windproof Gore-Tex and has a slim cut that also makes it a great layering piece.
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A classic Patagonia zip-up with some added flair: Re-Tool fleece on the top, recycled ripstop poly on the bottom, PrimaLoft insulation all over, and a hood.
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This slim fleece vest adds some extra warmth without any extra bulk. Wear it alone or underneath some heavier outerwear.
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I’m a huge loafer head, and my G.H. Bass pairs are some of favorites. This men’s pair is more of a moc style, with some unique details that I love: a not-overwhelming lug outsole, and some nice boat-shoe lacing. (I also love the deal — 45 percent off, which is a high discount for G.H. Bass.)
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Another nice Bass style. I’m particularly drawn to the combo of an olive suede upper with black leather details.
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This sporty waterproof chukka boot is also available in a lovely chestnut brown, but this charcoal color is unexpectedly cool.
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Like the more ubiquitous Nike Cortez, the LD-1000s are one of the brand’s classic running turned lifestyle shoes with an undeniable retro appeal.
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This lightweight mule is perfect for wearing around the house or on quick outings (coffee runs, dog walks, etc.). It’s also the first North Face shoe to incorporate the principals of circular design — if you buy a pair directly from the brand, you can send them back once they’re worn out and North Face will disassemble and recycle the whole thing.
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These buttery-soft, quick-drying boxers are designed for working out, but they sound comfy enough to wear no matter what you’re doing.
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All kinds of nice socks are on sale at J.Crew.
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This looks like your standard sling bag, except its made of leather-trimmed matte satin and has a camo-patterned lining.
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A day pack that works as well on the subway as it does on a mountain trail.
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This backpack made our list of the best work bags for men. Its very stylish rust colorway is now 40 percent off.
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The Journeyman backpack above but in duffel-bag form.
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This durable, oversize, water-resistant tote is made from heavy waxed canvas and veg-tanned leather, so it’s only going to look better with age.
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The Strategist is designed to surface useful, expert recommendations for things to buy across the vast e-commerce landscape. Every product is independently selected by our team of editors, whom you can read about here. We update links when possible, but note that deals can expire and all prices are subject to change.
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