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woman with a cocktail

Photo courtesy of Lucy Williams

A Very 2020 Guide to Dressing for the Holidays

Even if the office rager is going digital this year and your cousin’s annual booze-fueled white-elephant exchange is a no-go, there are certain upsides (no two-hour-long TSA lines, zero hosting pressure, absence of small talk with your druncle—uh, favorite uncle) to keeping the holidays mellow at home. Plus, bubbly tastes better while you’re burrowed in a blanket, poker with the family can absolutely be fun, and picnicking on the lawn is basically the new brunch at the Plaza.

So break out the fancy flutes, slip on your fuzziest slippers—hell, put on a little mascara—and give 2020 the sendoff it doesn’t exactly deserve, but you do.

FOR THE TEN, NINE, EIGHT, SEVEN, SIX…

A strappy LBD and a soft stole wrapped around your shoulders are clutch for clinking glasses and lighting sparklers in the moonlight. And since nothing good really happens after midnight anyway, get the gimlets and games going well before the countdown begins.

  1. G. LABEL HOFFMAN MIDLENGTH A-LINE SWEATERDRESS

    G. LABEL HOFFMAN MIDLENGTH A-LINE SWEATERDRESS, goop, $795; GUCCI BAG, Gucci, $1,980; GUCCI FLATS, Gucci, $890

  2. G. Label HOFFMAN MIDLENGTH A-LINE SWEATERDRESS
    G. Label HOFFMAN
    MIDLENGTH A-LINE
    SWEATERDRESS
    goop, $795
    SHOP NOW
  3. Westman Atelier Lip Suede
    Westman Atelier Lip Suede goop, $85
    SHOP NOW
  4. G. Label  Faux fur jacket
    G. Label sharon Faux-fur jacket goop, $795
    SHOP NOW
  5. Shaina Mote Mask
    Shaina Mote Mask Shaina Mote, $44
    SHOP NOW
  6. Nancy Newberg Bracelet
    Nancy Newberg Bracelet goop, $4,400
    SHOP NOW
  7. Vram Ring
    Vram Ring goop, $9,400
    SHOP NOW
  8. Aerin Poker set
    Aerin Poker set goop, $2,500
    SHOP NOW
  9. Porte and Paire sandals
    Porte and Paire sandals Net-a-Porter, $280
    SHOP NOW
  10. Richard Brendon Diamond collection
    Richard Brendon Diamond collection goop, $840
    SHOP NOW

FOR THE FESTIVE FAMILY GET-TOGETHER

Just because the guest list is small doesn’t mean you can’t go big everywhere else. Keep the décor elegant, your look classic, and the finishing touches—say, diamonds that twinkle as merrily as the lights draped around Rockefeller tree—as tasteful as they are timeless.

FOR THE VIRTUAL HOLIDAY HANG

Forgo the halo light and dial up any onscreen happy hour with high shine in your ears, a gorgeous flush on your cheeks, a dreamy digital backdrop (holiday break in the tropics? Why not…), and the latest tech that’s worth its weight in gold.

  1. GUCCI PANTS

    GUCCI PANTS, Gucci, $1,500; GUCCI RINGS, Gucci, $430, $515

  2. G. Label foster ribbed puff-sleeve cardigan
    G. Label foster ribbed puff-sleeve cardigan goop, $550
    SHOP NOW
  3. Monrow Sweatpants
    Monrow Sweatpants goop, $128
    SHOP NOW
  4. Bondeye Jewelry earrings
    Bondeye Jewelry earrings goop, $1,900
    SHOP NOW
  5. Aiayu Pillow
    Aiayu Pillow goop, $408
    SHOP NOW
  6. Westman Atelier highlighter
    Westman Atelier highlighter goop, $75
    SHOP NOW
  7. Deiji Studios slides
    Deiji Studios slides goop, $268
    SHOP NOW
  8. Vram bracelet
    Vram bracelet goop, $11,600
    SHOP NOW
  9. Apple iPHone 12
    Apple iPHone 12 Apple, $999
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FOR GATHERING IN THE GREAT OUTDOORS

Taking the party outside this year? Swaddle up in something plush (that cushy collar is perfect for colder climes), pack up the blanket, and impress your friends with a damn good vesper-board spread.

FOR COCKTAILS ON THE COUCH

Our recipe for curling up on the couch starts with a cashmere set and a mug of something soul-warming (hot toddy, mulled mocktail—pick your poison) and ends with a glow-inducing mask plus a one-on-one checkers match.

  1. G. LABEL GLATZER TULLE PUFF-SLEEVE SHIRT

    G. LABEL GLATZER TULLE PUFF-SLEEVE SHIRT, goop, $295; GUCCI JEANS, Gucci, available February 2021; GUCCI BAG, Gucci, $1,850

  2. goop Beauty exfoliator
    goop Beauty GOOPGLOW Microderm Instant Glow Exfoliator goop, $125/$112 with subscription
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  3. Edie Parker Checkers Board
    Edie Parker Checkers Board goop, $1,895
    SHOP NOW
  4. Sorellina earrings
    Sorellina earrings goop, $1,250
    SHOP NOW
  5. Sheltered Co. weighted blanket
    Sheltered Co. weighted blanket goop, $365
    SHOP NOW
  6. Trendglas JENA mug
    Trendglas JENA mug goop, $22
    SHOP NOW
  7. St. Agni Shirt
    St. Agni Shirt goop, $189
    SHOP NOW
  8. St. Agni pants
    St. Agni pants goop, $189
    SHOP NOW
  9. Birkenstock shoes
    Birkenstock shoes goop, $165
    SHOP NOW

We hope you enjoy the products recommended here. Our goal is to suggest only things we love and think you might, as well. We also like transparency, so, full disclosure: We may collect a share of sales or other compensation if you purchase through the external links on this page.

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