Style

What to Wear on Date Night, Wherever It Takes You

Written by: Amanda Chung

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Published on: January 27, 2025

Fashion editor: Sandra Slusarczyk

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Some couples love to get all dressed up and hit the town. Others prefer to sip Sazeracs while listening to live jazz. And then there are those who see date night as an opportunity to check in to their favorite boutique hotel for the evening. Ahead, we’ve lined up three outfit ideas to copy this Valentine’s Day, regardless of what camp you fall into.

Table for Two

If your thoughtful planner of a partner managed to snag a reservation at that hot new restaurant you’ve both been wanting to try, dressing up isn’t just a sign of appreciation—it’s also a chance to buy something special for the occasion. Some ideas: a chic wrap blazer, a sexy new fragrance, or a pair of strappy heels with rewear potential.

Toteme Blazer, goop $870; Toteme Clutch, goop $1,290

  1. Westman Atelier
    Lipstick
    goop, $50SHOP NOW
    Toteme
    Blazer
    goop, $870SHOP NOW
  2. Marlo Laz
    Earrings
    goop, $4,200SHOP NOW
    Kallmeyer
    Dress
    goop, $875SHOP NOW
  3. Khaite
    Bag
    Net-a-Porter, $1,980SHOP NOW
    Vyrao
    Perfume
    goop, $220SHOP NOW
    The Row
    Heels
    The Row, $1,190SHOP NOW

 


 

Jazz Club

For a more casual setting like this one, feel free to riff on a classic formula: jeans and a tee, plus little black booties. Opt for deep-black denim (it’s a touch nicer than your go-to vintage blues) and add feminine touches—a shiny statement ring here, a dab of soft-berry blush there—that elevate the whole ensemble.

House of Dagmar T-Shirt, goop $410; DeMellier Clutch, goop $440

  1. goop Beauty
    Colorblur Glow Balm
    goop, $34SHOP NOW
    House of Dagmar
    T-Shirt
    goop, $410SHOP NOW
    Jennifer Fisher
    Earrings
    goop, $250SHOP NOW
  2. Toteme
    Blazer
    Toteme, $2,700SHOP NOW
    Jamie Haller
    Jean
    goop, $440SHOP NOW
  3. Lié Studio
    Ring
    goop, $240SHOP NOW
    Savette
    Clutch
    goop, $1,490SHOP NOW
    Toteme
    Boots
    goop, $800SHOP NOW

 


 

Staycation

A lace button-up paired with slim black pants works whether you’re dining at the on-site restaurant, cozied up at the hotel bar, or taking a romantic stroll around the property. Don’t forget to bring a soft pointelle slip dress to sleep (or not sleep) in, a sensation-heightening balm, and a swimsuit, in case you guys feel like a midnight swim.

Another Tomorrow Shirt, goop $990; G. Label by goop Slim Stretch Pant, goop $595

  1. Bondeye Jewelry
    Necklace
    goop, $1,490SHOP NOW
    Mansur Gavriel
    Bag
    goop, $395SHOP NOW
    Maison Louie Marie
    Perfume Oil
    goop, $65SHOP NOW
  2. Another Tomorrow
    Shirt
    goop, $990SHOP NOW
    G. Label by goop
    Slim Stretch Pant
    goop, $595SHOP NOW
  3. Fara Homidi
    Makeup Kit
    goop, $535SHOP NOW
    Jennifer Meyer
    Ring
    goop, $6,250SHOP NOW
    Aeyde
    Flats
    goop, $345SHOP NOW

 


 

TO PACK

  1. Bond-Eye
    Triangle Top
    goop, $100SHOP NOW
    Bond-Eye
    Brief
    goop, $95SHOP NOW
  2. Cou Cou Intimates
    Slip Dress
    goop, $90SHOP NOW
  3. Coco de Mer
    Orgasm Balm
    goop, $40SHOP NOW
    Khaite
    Duffel Bag
    MyTheresa, $3,200SHOP NOW