The Strategist’s Womenswear Hall of Fame

The basics (and not-so-basics) to build your own wardrobe.

Photo-Illustration: The Strategist; Photos: Getty Images, Retailers
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Photo-Illustration: The Strategist; Photos: Getty Images, Retailers
Photo-Illustration: The Strategist; Photos: Getty Images, Retailers

There has never been a better time for clothes shopping — or a more confusing one. Not only is there a crop of stores, likeQuince, which sells everything from caviar and cashmere to curtains and suitcases, there’s also been a return of the mall brand (welcome backGapandAbercrombie). Every shopping conquest is only a click, eBay auction, or back-in-stock notification away. It doesn’t help that the trend cycle moves faster than ever, either. That’s why since the beginning of the Strategist, we’ve asked those with enviable, discerning, and exceptional tastes — everyone from stylists and designers to writers and people we follow on Instagram — about what they’re buying for themselves, beyond the trendy. Not to mention that the Strategist team has tried on more articles of clothing than we can count, includingswimsuitsandcardigansand enoughT-shirtsto know which ones are really worth it. Our “Womenswear Hall of Fame” is the place for our most-stood-behind, most-recommended, most-favorite items that have appeared somewhere on the site.

Graphic: The Strategist

Every year we update this catalogue to include new entries. This year’s list includes the sun hat directorDurga Chew-Bosewore while shuttling between Marseille and Cassis with Chloë Sevigny, theshortest UGGs(which happen to be the best of all the UGGs), and even the “Goldilocks of skorts.” Of course, some items in the Strategist canon — like theMary-Kate Olsen Tevasthat at least four of our staffers own, or thedenim backed by the most discerning denim enthusiasts— remain in the Womenswear 100 from year to year. In addition to the canon, we think about the basics we’ve covered, like boxy tees for all body types, that stand out from the bunch. From there, it’s different pieces for every kind of occasion — going into theoffice, going onvacation, or going to awedding. Then, we look back at the new stories we’ve published in the past year for things likejust grandmotherly enough nightgowns. And, finally, we find what’s truly delightful, as bejeweled Havaianas and Dragon Diffusion dupes are. Below, all of that and much more — whether you’re looking forBermuda jortsorwide-calf knee-high bootsthat actually fit.

Gap Linen-Blend Relaxed Straight Ankle Pants
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Le Bon Shoppe Arc Pants - Naturel
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Banana Republic Factory Hayden Taper Pant
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Aritzia Wilfred the Effortless Pant
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Eloquii Kady Fit Pant
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Ann Mashburn Faye Flare Cropped Pant
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Big Bud Press Work Pants
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Lands' End High Rise Wide Leg Corduroy Pants
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Levi’s Wedgie Straight Ankle Women's Jeans
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Wrangler Women's Cowboy Cut Slim-Fit Jean
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Madewell The Perfect Vintage Jean - Fernrock Wash
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J.Crew High-Rise Bootcut Jean
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Uniqlo Wide Straight Jeans
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Reformation Hale High Rise 8” Jean Shorts
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Agolde Parker Vintage Cut-Off Short
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Alex Mill Sidney Top In Linen
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J.Crew Ruffle-Trim Button-Up Top in Stripe
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Uniqlo Linen Blend Sleeveless Blouse
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Hanes Boys' Solid 5pk Ribbed Tank - White
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Buck Mason Slub Easy Crew
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Everlane The Box-Cut Tee in Essential Cotton
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Kule The Modern
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J.Crew Classic Mariner Cloth Boatneck T-shirt
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Buck Mason Mariner Catalina Tee
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Everlane The Air Long-Sleeve Tee
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Colorful Standard Organic Rib LS T-Shirt
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J.Crew Garçon Classic Shirt
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Maeve The Bennet Buttondown Shirt
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Gap Chambray Denim Big Shirt
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Cou Cou Intimates The Cardigan
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Agnès B. Organic Cotton
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Alex Mill Taylor Cardigan in Cotton Cashmere
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Naadam The Original Cashmere Sweater Women's
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Theory Staple Blazer in Crêpe
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Levi’s ’90s Trucker Jacket
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Gap VintageSoft Wedge Crewneck Sweatshirt
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Gap High Rise VintageSoft Boyfriend Joggers
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Girlfriend Collective Paloma Racerback Bra
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Girlfriend Collective High-Rise Bike Short
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Uniqlo HEATTECH T-Shirt
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Uniqlo Women's Heattech Leggings
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Geel Aria Skirt
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Quince 100% Organic Cotton Poplin A-line Maxi Skirt
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Quince 100% European Linen Sleeveless Swing Dress
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Quince 100% European Linen Fit & Flare Midi Dress
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Gap Linen-Blend Square-Neck Maxi Dress
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Eileen Fisher Crushed Silk Jewel Neck Tiered Dress
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Staud Calluna Dress
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J.Crew End-on-End Cotton Boxer Short
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Natori Feathers Plunge T-Shirt Bra
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Wacoal Visual Effects Minimizer Bra
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Mate the Label Organic Comfort Scoop
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Gap Organic Stretch Cotton Thong
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Maggie's Organics Cotton Socks - Classic Crew - Natural
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Women's Lettuce Edge Socks
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Sheertex Classic Sheer Tights
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Calzedonia Macramé Effect Fishnet Tights
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Gap Icon Trench Coat
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Stutterheim Stockholm Raincoat
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Aritzia Tna The Super Puff
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Grevi Taka Rain Hat
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Guest In Residence Cable-Knit Wool And Cashmere-Blend Balaclava
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Scala Lanikai Cotton Sun Hat
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Left on Friday Sunday Suit
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YouSwim Poise Suit
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Masa Cotton Bikini Set
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Le Specs Outta Love Sunglasses
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Caddis Hooper Reading Glasses
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Yam July Studs
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Quince 14K Gold Pave Diamond U-Huggie Hoops
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Catbird Sweet Nothing Gold Choker
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Renée Rivera Flexible Velvet Headband
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The French Atelier Yoga French Hair Claw
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Nisolo Noemi Belt - Black
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Baggu Fanny Pack
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Cuyana Classic Easy Zipper Tote
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L.L.Bean Boat and Tote, Open-Top
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Madewell The Handwoven Leather Tote
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Dagne Dover Allyn Leather Tote - Medium
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Havaianas Slim Crystal Flip-Flops
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Keen Women's Newport H2
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Teva Voya Infinity
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Nike Aqua Turf
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Vibi Venezia Mary Jane Gondola Rossa
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Vince Women’s Barcelona Jelly Sandals
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Le Monde Beryl Luna Leather Flats
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Söfft Shoe Women's Elsey - Black Patent
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Madewell The Ophelia Slingback Flats
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Mango Pointed Kitten Heel Shoes
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Franco Sarto Bocca Slip On Loafer
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SeaVees Bodega Clog
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Merrell Women's Encore Ice5
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Plasticana Hemp Wellies
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Steve Madden Dusty Ankle Boot
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UGG Women’s Classic Ultra Mini
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Sam Edelman Sylvia Knee High Boot
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