4 Comfortable (and Chic!) Valentine’s Day Outfit Ideas 

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This year for Valentine’s Day, we’re swapping candle-lit dinners in crowded restaurants for curbside meals and first class escapes for local, driving-distance getaways. Although our plans might look a little different than the ones of years past, that doesn’t mean we can’t get dressed up and enjoy the moment. If anything, putting on your best outfit can be an instant mood booster. 

To mark the special occasion, go ahead and pull out your favorite jewels. This is the perfect opportunity to show off those new pearl earrings or light up your wrist with a chunky gold bracelet. The glitz doesn’t have to stop there. Elevated flats embellished with crystals are perfect for wearing around the house and beyond. But just because we’re taking the moment to dress up doesn’t mean we’re giving up on comfort. It’s actually at the heart of all of our Valentine’s Day outfit ideas ahead. From chunky knit dresses that feel as good as swaddling in a blanket to silky pajamas pretty enough to wear outside, these feel-good looks are perfect for whatever you have planned.

Here, discover four Valentine’s Day outfit ideas, plus fun accoutrements that make the holiday that much more special.

Dinner at Home

Valentino detailed crepe midi dress

$3,890$778

MODA OPERANDI

Anya Lust Eugenia velvet balcony bra

$189

ANYA LUST

Rupert Sanderson crystal buckle pointed-toe satin flats

$885

MATCHESFASHION.COM

Muzungu Sisters Fatima woven trim velvet jacket

$987

MATCHESFASHION.COM

Clementina sketchbook

$65

MODA OPERANDI

Of Rare Origin inseperables gold vermeil pearl earrings

$1,380

NET-A-PORTER

Socially Distanced Brunch

Stand Studio harmony belted faux fur jacket

$420

MODA OPERANDI

Paradis Perdus x Net Sustain Valere recycled cable knit sweater

$610

NET-A-PORTER

Agnelle Celia leather gloves

$145

NET-A-PORTER

Slvrlake hero frayed high-rise straight-leg jeans

$260

NET-A-PORTER

Paco Rabanne XL link gold-tone bracelet

$45

NET-A-PORTER

Aeyede Leandra leather ankle boots

$385

NET-A-PORTER

AirBnB Local Getaway

Significant Other goldie knit dress

$210

MODA OPERANDI

Diemme Monfumo lace-up high-leather boots

$439

MODA OPERANDI

Isabel Marant Haley bucket hat

$160

MODA OPERANDI

Caraa Sport adult mask pack

$25

CARAA SPORT

The New York Times Classic Cossword Puzzles

$16

AMAZON

Loewe leather-trimmed fringed striped mohair-blend scarf

$235

NET-A-PORTER

Self-Indulgent Sunday

Olivia von Halle Lila printed silk satin pajamas

$560

NET-A-PORTER

Sisley black rose cream mask

$166

NET-A-PORTER

Vibi Venezia Sabot backless velvet furlane slippers

$131

LUISAVIAROMA

Earthen Instant Peel natural dead skin remover

$90

AMAZON

Dona Chai chai tea & tumeric concentrate

$26

FOOD 52

Louis Sherry designer collection Eric Andersen Central Park truffle tin

$40

BERGDORF GOODMAN