Up to 50 Percent Off Cotton Sweaters, Jazz Shoes, and Denim in Madewell’s Long Weekend Sale

By , the Strategist’s sleep writer, covering mattresses, pillows, and more. She has been writing about sleep products since 2021, previously as a staff writer for Sleepopolis.

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Photo-Illustration: Strategist; Photos: Retailers

Madewell is taking 30 percent off select fall styles and 30 to 50 percent off sale-on-sale pieces with the code LONGWEEKEND. There are plenty of classic and on-trend fall pieces, from jazz-shoe oxfords to 100 percent cotton sweaters. The best deals are, naturally, to be found among the sale-on-sale, though sizes and stock are much more limited than the newly on-sale items. To help you find the best deals, I dug through Madewell’s many pages of sale items to curate a collection of nice-looking, wearable pieces for fall that are in stock in most sizes. Take a look below at my selections, or head over to Madewell to browse for yourself — there’s plenty to consider!

Women’s tops and outerwear

Madewell Casey Crewneck Sweater in Merino-Silk Blend
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$97
$138 now 30% off

An elevated but relaxed crewneck.

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with code: LONGWEEKEND
Madewell Pointelle-Knit Peplum Cardigan in 100% Cotton
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$77
$138 now 44% off

I like the highly textured look of this cotton cardigan.

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with code: LONGWEEKEND
Madewell Easy Shirt in Poplin
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$69
$98 now 30% off

Here's an autumnal button-up that could work for the office or the pumpkin patch.

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with code: LONGWEEKEND
Madewell The '90s Envelope Tee in Compact Cotton
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$31
$55 now 44% off

The stripes and criss-cross envelope neckline make this more interesting than the average tee.

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with code: LONGWEEKEND
Madewell Smocked Boatneck Sleeveless Top
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$31
$58 now 46% off

A perfect casual going-out top.

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with code: LONGWEEKEND
Madewell Button-Front Sleeveless Cardigan
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$45
$78 now 42% off

Wear it on its own or layered with a long-sleeve tee.

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with code: LONGWEEKEND
Madewell Longline Cardigan Jacket
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$97
$138 now 30% off

This polished cardigan is made from 85 percent merino wool.

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with code: LONGWEEKEND
Madewell Denim Tie-Neck Shirt
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$76
$108 now 30% off

Why not tie a jaunty little scrap of denim around your neck?

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with code: LONGWEEKEND
Madewell Cropped Button-Front Jacket
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$70
$158 now 56% off

I'm quite taken by this eye-catching but versatile striped jacket.

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with code: LONGWEEKEND
Madewell The Billie Short Jacket
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$153
$218 now 30% off

A waxed cotton-nylon blend bomber with a corduroy collar screams fall.

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with code: LONGWEEKEND
Madewell Billie Long Jacket
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$174
$248 now 30% off

The long version is rather smart too.

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with code: LONGWEEKEND
Madewell Mercer Relaxed Blazer
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$174
$248 now 30% off

Perfect for a cool English professor (or those aspiring for the academic vibe).

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with code: LONGWEEKEND

Women’s bottoms

Madewell The Perfect Vintage Wide-Leg Jean in Airy Denim
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$104
$148 now 30% off

Classic blue jeans that go with all your favorite fall sweaters.

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with code: LONGWEEKEND
Madewell The Curvy Perfect Vintage Wide-Leg Jean
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$104
$148 now 30% off

The curvy version is discounted too.

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with code: LONGWEEKEND
Madewell The Darted Barrel-Leg Jean
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$104
$148 now 30% off

For the barrel-leg curious.

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with code: LONGWEEKEND
Madewell The Ultimate Wide-Leg Jean
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$104
$148 now 30% off

I love the look of the wide cuffs on these jeans.

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with code: LONGWEEKEND
Madewell The Low-Rise Loose Jean
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$111
$158 now 30% off

A slouchy double-knee carpenter jean.

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with code: LONGWEEKEND
Madewell Devon Pant
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$56
$98 now 43% off

Satin-back crêpe pull-on pants for when you want to look put together while lounging.

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with code: LONGWEEKEND
Madewell A-line Mini Skirt
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$83
$118 now 30% off

Pair with a sweater and boots to look festive for all your autumnal activities.

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with code: LONGWEEKEND
Madewell Pintucked Midi Skirt
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$77
$128 now 40% off

For fall days that feel more like late summer.

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with code: LONGWEEKEND
Madewell Elena Slip Skirt
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$83
$118 now 30% off

I love the earthy tones on this viscose slip skirt.

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with code: LONGWEEKEND

Women’s dresses

Madwell Elena Mini Dress
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$104
$148 now 30% off

The swingy minidress version is nice too.

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with code: LONGWEEKEND
Madewell Lace-Insert Tie-Front Midi Dress
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$125
$178 now 30% off

It's like a Salter House nightgown you can wear out of the house.

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with code: LONGWEEKEND
Madewell The Layton Midi Dress
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From $67
$168 now 60% off

Here's an even more discounted style with a similar feel.

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with code: LONGWEEKEND
Madewell Seamed Scoopneck Midi Dress
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$65
$168 now 61% off

How charming would this be with a turtleneck long-sleeve layered underneath?

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with code: LONGWEEKEND
Madewell Long-Sleeve Boatneck Mini Dress
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$60
$148 now 59% off

The teensy star pattern is sweet without being too cutesy.

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with code: LONGWEEKEND
Madewell The Chrissy Denim Mini Shirtdress
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$97
$138 now 30% off

This 100 percent cotton shirtdress would transition well from fall to early winter with tights.

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with code: LONGWEEKEND

Women’s footwear and accessories

Madewell Grayson Penny Loafer
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$125
$178 now 30% off

I'm on the hunt for a slip-on fall shoe and these penny loafers look like a good option.

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with code: LONGWEEKEND
Madewell Calli Ankle Boot
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$153
$218 now 30% off

These pointed toes would look so dramatic (positive) peeking out from a wide-leg jean.

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with code: LONGWEEKEND
Madewell Greta Oxford
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$104
$148 now 30% off

An oxford with an on-trend jazz-shoe flair.

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with code: LONGWEEKEND
Madewell Archival Knee-High Boot
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$244
$348 now 30% off

Frye-ish leather boots.

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with code: LONGWEEKEND
Madewell Sunglasses Case with Strap
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$48
$68 now 30% off

The grown-up (and actually useful) version of a bag charm.

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with code: LONGWEEKEND
Madewell Double D-Ring Belt
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$55
$78 now 30% off

An interesting but not-too-flashy leather belt.

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with code: LONGWEEKEND
Madewell Russell Oval Sunglasses
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$53
$75 now 30% off

Nice-looking sunglasses you don't have to be too precious about.

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with code: LONGWEEKEND
Madewell Small Silk Bandana
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$34
$48 now 30% off

Tie it around your ponytail or handbag for easy accessorizing.

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with code: LONGWEEKEND
Madewell The Signature Woven Bucket Bag
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$126
$228 now 45% off

And here's almost half-off a perfect everyday bag for fall.

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with code: LONGWEEKEND

Men’s tops and outerwear

Madewell Bouclé Cardigan
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$104
$148 now 30% off

This cozy sweater is made from 89 percent wool.

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with code: LONGWEEKEND
Madewell Textured-Stitch Collared Cardigan in 100% Cotton
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$97
$138 now 30% off

An ideal layering piece that's a little more unexpected than a flannel.

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with code: LONGWEEKEND
Madewell Shaker-Stitch Crewneck Sweater in 100% Cotton
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$83
$118 now 30% off

A sharp-looking sweater made entirely from cotton.

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with code: LONGWEEKEND
Madewell Cotton Shaker-Stitch Polo
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$45
$128 now 65% off

This collared style is also 100 percent cotton.

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with code: LONGWEEKEND
Madewell Ribbed Crewneck Sweater
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$45
$118 now 62% off

Perfect for laidback weekends this fall and cozy evenings in the winter.

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with code: LONGWEEKEND
Madewell The Reissue Cord-Collar Denim Chore Jacket
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$160
$228 now 30% off

A heritage-style jacket you can layer over just about anything.

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with code: LONGWEEKEND

Men’s bottoms

Madewell The 1991 Straight-Leg Jean in Artisan Comfort Selvedge
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$118
$168 now 30% off

This ’90's-inspired style is made from 99 percent cotton and one percent elastane.

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with code: LONGWEEKEND
Madewell Athletic Slim Jeans
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$104
$148 now 30% off

A slightly tapered fit that's not quite in skinny-jeans territory.

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with code: LONGWEEKEND
Madewell Relaxed Taper Jeans in Summerweight Denim
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$104
$148 now 30% off

These relaxed-fit jeans are made from a blend of cotton and hemp for a lightweight feel.

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with code: LONGWEEKEND
Madewell Relaxed Taper Jeans in Comfort Selvedge
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$118
$168 now 30% off

Some will tell you not to wear white after Labor Day, but technically these are ecru.

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with code: LONGWEEKEND
Madewell Utility Pant in Poplin
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$97
$138 now 30% off

Here's an easy-to-wear pair of garment-dyed cotton poplin pants.

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with code: LONGWEEKEND
Madewell Pull-On Pant in Linen
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$45
$138 now 67% off

With an elastic waistband and internal drawstring, these are essentially secret sweatpants.

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with code: LONGWEEKEND

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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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