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Our Best Overall Underwear Is $5 Right Now — and 57 More Great Deals

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Photo-Illustration: The Strategist; Photos: Retailers

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You may have noticed some posts from our friends at the Strategist on the Cut. They’ll be dropping in every now and again, sharing their expertise on the basics you don’t have time to research and the weird and wonderful things you don’t yet know you need.

Happy Halloween! Now that October has come to a close, it’s time for holiday deals. Advent calendars for kids are on sale everywhere; everything is 40 percent off at Hanna Andersson (read: it’s time to grab some festive pajamas); Gap is having the best sitewide sale it ever offers — 50 percent off basically everything — with lots of cold-weather apparel. And we have a few Strategist-exclusive discounts sprinkled throughout, just for our readers.

Happy Halloween! Now that October has come to a close, it’s time for holiday deals. Advent calendars for kids are on sale everywhere; everything is 40 percent off at Hanna Andersson (read: it’s time to grab some festive pajamas); Gap is having the best sitewide sale it ever offers — 50 percent off basically everything — with lots of cold-weather apparel. And we have a few Strategist-exclusive discounts sprinkled throughout, just for our readers.

As always, 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 newsletter exclusives.

Women’s fashion

Gap Organic Stretch Cotton Hipster
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Let’s start with my favorite deal of the week: our best-overall underwear is just $5 at Gap’s sitewide sale.

Gap Featherweight Turtleneck
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Gap Featherweight Turtleneck

$17
$17

A perfect lightweight turtleneck for layering is now just $17. It comes in ten colors as well as tall and petite sizing.

J.Crew Refined Rib Long-Sleeve T-Shirt With Button Cuffs
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Everything — including sale items — is 30 percent off at J.Crew this weekend when you use the code SHOPFALL. There are plenty of doubly discounted pieces to be found, like this long-sleeve with a myriad of buttons along the arms.

$38 at J.Crew
Buy
with code: SHOPFALL
J.Crew Cashmere Classic-Fit Crewneck Sweater
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Meanwhile, J.Crew cashmere is 20 percent off with the same code. This is a worthy deal, as its cashmere very rarely goes on sale. (J.Crew sales associates willingly use their employee discount on it.)

$118 at J.Crew
Buy
with code: SHOPFALL
J.Crew Oversize Cashmere Wrap
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J.Crew Oversize Cashmere Wrap

$182
$182

J.Crew’s low-maintenance cashmere shawl always looks good. It’s 20 percent off in nine colors, but two seasonal shades are even cheaper at $143: pesto green (pictured here) and burgundy.

$182 at J.Crew
Buy
with code: SHOPFALL
Everlane The Carpenter Jean
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Everlane The Carpenter Jean

$81
$81

Everlane is having a “fall clearance” event, in which on-sale items are an extra 20 percent off. These relaxed carpenter jeans come in two medium-blue washes that go with everything. An ivory hue is even cheaper, if you’re brave.

J.Crew x Rouje Marin High-Rise Flare Jean
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These sailor-inspired flares from J.Crew’s collaboration with Rouje are now just over $100.

$106 at J.Crew
Buy
with code: SHOPFALL
Abercrombie & Fitch Curve Love Mid Rise 90s Straight Jean
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Select fall favorites are 25 percent off at Abercrombie & Fitch through November 3. There are lots of jeans to choose from. Our junior writer recommends the Curve Love line.

Abercrombie & Fitch The A&F Scarlett Mini Skort
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Hanna Andersson Women’s Holiday Flannel Pajama Set
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Just about everything at Hanna Andersson is 40 percent off this weekend, which is a typical deal from the brand. While the long-John pajamas are a classic, I’m more drawn to this flannel set. It’s well-stocked in 14 patterns.

Hanna Andersson Women’s Wide Leg Pajama Set
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An all-cotton set for the stripe aficionados.

Gap Adult Softest Flannel PJ Set
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$39

This flannel option from Gap is 100 percent cotton and comes in seven holiday-adjacent patterns. I’m partial to the pink checkered print.

J.Crew Classic Pajama Pant Set in End-On-End Cotton
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And rounding out the on-sale sleepwear: J.Crew’s Best in Class pajamas, a longtime Strategist favorite.

$83 at J.Crew
Buy
with code: SHOPFALL
J.Crew Heritage Terry Wide-Leg Sweatpant
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I you’re not a pajama-set person, here’s a pair of supple sweats to lounge around in.

$83 at J.Crew
Buy
with code: SHOPFALL
UGG Classic Slipper
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UGG Loria Slipper
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UGG Classic Mini Alpine Boot
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It’s cold! Luckily several nice-looking UGG slippers (and a few boots, too) are on sale at Nordstrom Rack right now.

Catbird Tiniest Alphabet Charm - Yellow Gold
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Catbird x Jenny Slate Beloved Heart Spinner Charm - Silver
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Catbird Cygnet Bracelet - Silver
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Catbird’s annual “Made Just for You” sale is here. Nearly 500 products are 20 percent off, which is the biggest discount on the widest variety of pieces you’ll find all year. You can’t go wrong with any of the charms, and we even spotted the brand’s collaboration with Jenny Slate in the mix.

Diet Coke Metallic Coin Purse
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$8

My silliest find today: a metallic coin purse that’d make a good stocking stuffer for your Diet Coke–obsessed friend. (It’s okay if that friend is you.)

Men’s fashion

J.Crew Classic Chino Pant
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J.Crew Classic Chino Pant

$69
$69

Senior writer Michael Zhao crowned these the very best chinos a few months ago. “They have a gently tapered cut — inspired by WWII military uniforms — that’s as comfortable as it is flattering,” he writes. Plus, “they’re sewn from a reassuringly dense, 100 percent cotton cloth that makes the pants feel more expensive than they are.”

$69 at J.Crew
Buy
with code: SHOPFALL
Hanna Andersson Adult Holiday Flannel Pajama Pants
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These non-scratchy flannel pants come in 30 patterns, from a penguin print to classic plaid.

UGG Leisure Nomad Slipper
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UGG Marcman Slipper
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There aren’t as many UGG slippers in the men’s section at Nordstrom Rack, but I did find a few nice contenders!

Beauty

Anastasia Beverly Hills Brow Definer
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The brow pencil from the queen of eyebrow products, Anastasia Beverly Hills, is 40 percent off. Strategist beauty columnist Rio Viera-Newton has raved about it in the past: “It’s super-emollient and waxy and creates the most natural, hairlike lines,” she said. “No other brow definer (including the also widely beloved Benefit Precisely My Brow) stays put for as long or looks as realistic on.”

Sephora Collection Cream Lip Stain 10HR Liquid Lipstick
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Sephora’s Savings Event is officially live for Rouge members. (The rest of us will have to wait until Tuesday to shop with our discount codes.) But even if you don’t have an account, all Sephora Collection products are 30 percent off with the code EVERYTHING. Beauty writer Tembe Denton-Hurst likes this Always Red shade of liquid lipstick, writing that it offers “an opaque true red” that “looks good on absolutely everyone.”

$11 at Sephora
Buy
with code: EVERYTHING
Sephora Collection Advent Calendar
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$39

Also worth snagging on sale: the Sephora Advent Calendar, which this year includes $164 worth of products such like travel-size moisturizers and eye cream, nail polish, blush, setting spray, and even a pair of tweezers. It’s now under $40.

$39 at Sephora
Buy
with code: EVERYTHING
Drunk Elephant C-Firma Fresh Day Serum
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Artis Elite Oval 7 Makeup Brush
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Malin+Goetz Eau de Parfum - Dark Rum
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I tried Martie — the TJ Maxx of shoppy shops — to see if its deals and products are legit. Good news: They are! This week’s discounts include a lot of perfume and Drunk Elephant.

J.Hannah Compost Nail Polish
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J.Hannah Milk Nail Polish
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J.Hannah Mini Polish Set - The Met
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J.Hannah’s artful nail polishes are half off this weekend with the code TREAT. (The discount sadly does not apply to the newly launched Hammer Museum polishes, though.)

Beekeeper’s Naturals Propolis Nasal Spray
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Alfonso Ribeiro uses this brand’s throat spray before every performance to protect and moisturize his vocal cords. So we think the similarly formulated mist for your nasal passages is also a good bet.

TheraTears Dry Eye Therapy Lubricant Eye Drops - 1 Oz., Two Pack
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If the cold and wind also make your eyes (or contacts) dry out quickly, the time is nigh to stock up on eye drops.

Home and kitchen

Nordstrom Woven Fringe Throw Blanket
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This cozy fringed throw comes in five patterns and is made from 100 percent recycled polyester. And at almost 50 percent off, it’s a really great deal.

Talking Tables Garlic Ceramic Candle Holder
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Nata Concept Store Garlic Trio Candle
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Buy at Leif Shop
Buy
with code: FINALSALE

This weekend, already on-sale items are an additional 15 percent off at Leif with the code FINALSALE. Here are a couple cheeky gifts for the garlic girl in your life.

NEST New York Classic Candle - Orange Blossom
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NEST New York Classic Candle - Spiced Orange & Clove
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NEST New York Classic Candle - Vanilla Almond & Orchid
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Or pick up a seasonal scented candle from one of our favorite brands for around 40 percent off each.

Philips SmartSleep Sleep and Wake-Up Light
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This sunrise alarm clock shines red- to yellow-hued light as your wake-up time approaches and plays soothing nature sounds like rainfall or bird calls. Actress and singer Suki Waterhouse says it makes her “less groggy” and overall a “happier, less grumpy person.”

Mustard Made The Lowdown
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Mustard Made The Midi
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Mustard Made The Storyboard
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All of Mustard Made’s colorful lockers and accessories are 25 percent off through November 12. We’ve named the hip-height Lowdown locker as one of our best toy-storage solutions, but I use mine as an entryway console to stash hats, purses, and sunglasses. Senior writer Liza Corsillo has the Midi locker in her kitchen.

Coyuchi Lobos Organic Hand Towel - Set of 2
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Coyuchi is having a sale-on-sale: Already discounted items are an extra 20 percent off at checkout, no code needed. This towel duo comes in two colorways and would look nice in the bathroom or kitchen.

KitchenAid 3.5 Cup Food Chopper
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$45

Our best mini food processor is on sale for $45 basically everywhere on the internet. It’s the perfect size for whipping up pesto, sauces, and crunchy toppings.

ThermoWorks Thermapen One
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ThermoWorks RFX Wireless Probe Starter Kit
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Anything from ThermoWorks makes a good gift for the home cook or grilling geek. The Best in Class Thermapen One meat thermometer provides temperature readings almost instantaneously, while the Bluetooth-enabled probe kit is extra convenient for smoking ribs, pork shoulder, or brisket. Both are on sale through Sunday night with our code STRATEGIST30.

Wildgrain Variety Box
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Wildgrain Variety Box

From $59
From $59

Great news for your Thanksgiving menu: From now through November 23, new subscribers at Wildgrain will receive $40 off their first box — plus “free croissants for life” — with our code STRATEGIST40. (There are plenty of vegan and gluten-free options available as well!)

From $59 at Wildgrain
Buy
with code: STRATEGIST40

Kids

Gap Kids Quilted Puffer Coat
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Gap Kids Quilted Puffer Coat

$69
$69

It’s a good time to get cold-weather gear for a good price during Gap’s sitewide sale. If they’re not picky, here’s a simple black puffer for winter.

Gap Kids Charm Puffer Boots
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Gap Kids Charm Puffer Boots

$27
$27

The decked-out boots to match.

Hanna Andersson Kids Holiday Long John Pajama Set
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Seasonal PJs for kids abound at Hanna Andersson.

Tonymoly x Squishmallows 7-Day Holiday Advent Calendar
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Bluey Advent Calendar
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Playmobil Advent Calendar - Christmas Under the Rainbow
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LEGO Friends Advent Calendar 2025
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And finally, I spotted several on-sale Advent calendars for kids. Buy them now before they sell out (because they will).

More From The Strategist

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.

Our Best Overall Underwear Is $5 — and 57 More Great Deals