The 39 Things I’d Buy During Madewell’s Sitewide Insiders Sale

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Now through March 22, Madewell Insiders (it’s free tobecome one) can take 25 percent off most merchandise, including already-on-sale items. While Madewell’s regular sale section always has plenty to browse, the size and color options are generally sparse; the Insider Sale is one of the only times when you can get new, fully stocked styles on sale. In other words, it’s a rare opportunity to save on exactly what you’re looking for.
The sale applies toalmosteverything — just non-Madewell brands, cashmere, and selvedge denim are excluded — so there’s a lot to look through. To help you, I’ve curated a very digestible collection of what I think are the brand’s most classic, wearable, and fashionable pieces on offer for both women and men. Select from the lineup below or consider it a good jumping-off point foryour own shopping spree.
Women’s tops and outerwear

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An no-nonsense, 100 percent cotton tee that comes in ten colors.

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Pair this Tencel-cotton-linen-blend vest with some low-cut pants if you want to show a little skin.

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I personally find the combo of slouchy fit and cobalt stripe pretty irresistible.

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This cotton button-down comes in nine colors, including stripes.

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A lightweight, drapey linen sweater is perfect for spring.

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A similarly drapey, drop-shoulder sweater with a ribbed waist in all-weather merino wool.

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The perfect throwback tee with a slim cut and a flattering boatneck silhouette.

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A classic chore coat with a modified cropped cut. The tonal blue is very chic.
Women’s bottoms

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These high-waisted, wide-leg jeans have of a hint of stretch to bounce back instead of bag out.

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Jeans that combine the flattering silhouette of a kick-crop pant and the casualness of denim.

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A Strategist staffer favorite, now almost half off.

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I can't say "no" to a barrel jean. These have a subtle cut, a button fly, and non-stretch denim.

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A utility-pant version I'm also having a hard time resisting.

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These drawstring linen pants come in four colors, but I'm really drawn to this green.

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The Emmy is a Madewell best seller, and this red is boldly cool. It also comes in blue.

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This straight-leg pant looks somehow both pulled together and utterly comfortable.

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Not too short, not too long, and well priced. Grab them now before sizes sell out.
Women’s footwear and accessories

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A delicate take on the classic fisherman sandal that can easily be dressed up or down.

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The high vamp and square toe are cute, and this very on sale peachy color is perfect for spring.

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I'm usually an Onitsuka Tiger girl, but I love the low profile of these retro kicks.

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These navy-blue boat shoes are nice with the navy laces ...

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... but they look even better paired with these on-sale paracord laces.

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These socks give Le Bon Shoppe's Boyfriends a run for their money.

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A few colorways of this nicely oversize bucket tote are now under $100.

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This slouchy suede bag is perfect for going out but keeping it casual.

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Everyone needs at least one nice bandanna-size scarf for accessorizing.
Men’s tops and outerwear

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Several colors of this vintage-inspired, premium-weight cotton tee are part of the sale-on-sale.

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And so is every color of the long-sleeved pocket version.

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Speaking of vintage cuts, I'm loving the raglan sleeve and well-worn look of this terry crewneck.

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This garment-dyed button-down works as an overshirt and on its own.

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I like both the Shaker-stitch knit and the unexpected sage color of this spring-weight sweater.

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A hooded poplin trench you can start wearing immediately.
Men’s bottoms

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These straight-leg pants have a semi-loose fit and are made from rigid 100 percent cotton denim.

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Basically a barrel cut for guys, so of course I'm a big fan.

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Cut like a classic chino but made of non-stretch cotton canvas.

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Another chino alternative, this time made from a rugged canvas with reinforced stitching.
Men’s footwear and accessories

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Reebok's classic tennis sneaker done in brick-red suede.

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This veg-tanned leather belt has a vintage feel and a versatile O-ring closure.

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A cotton-blend beanie you can wear even when the weather gets warmer.
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The Strategistis 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 abouthere. We update links when possible, but note that deals can expire and all prices are subject to change.




