How to Wear Gingham (Without Looking Like a Picnic Table)

No offense to your picnic table


I read somewhere that gingham is trending.

Just kidding.

I didn’t.

But given that without conducting a market research report I can name at least three times the print was used over the course of the Resort 2017 season (see: Michael Kors, Rosie Assoulin, MSGM — and you can always count on Oscar de la Renta), not to mention the astounding number of products currently on display for purchase now, not tomorrow (see: HVN dresses, Preen, Acne, Tibi), my hunch is that it will, in fact, soon be trending faster than you can say Dorothy.

One additional hunch indicates that I still have not been cured of my affinity for run-on sentences, but I digress. The million dollar question remains: how does one execute wearing the print without looking like a picnic table? Look no further and fret not because yes, you can bring your straw basket with you — just make sure you’ve got a pair of non-prescription aviator eyeglasses to join you for the gallop.

Way 1: Like You Are Going to the Beach for an October Dip


Solid and Striped swimsuitHVN dressTibi bag, Rosetta Getty shoesSimon Miller bracelets

I specify October because, really now, would you wear socks with cow skin clogs before then? I think not! It might sound funny to you that this is my question given the bathing suit and dress worn as robe but consider the scarf a peace offering. In any case, you can’t explain these kinds of things! They’re roll-with-the-punch-don’t-ask-questions-just-do anomalies tailor-made to benefit you. Trust me. Also, the bigger the hoop the better your outfit’s feedback loop. Remember that.

Way 2: Like You’re Going to a Wizard of Oz-Themed Dinner Party, and You Want to One-Up the Host, Who is an Orthodox Jewish Woman

Preen By Thornton Bregazzi dress, We11Done shirt, Miu Miu shoes, Roxanne Assoulin choker

Preen By Thornton Bregazzi dressWe11Done shirtMiu Miu shoesRoxanne Assoulin choker

Cover them shoulders, but make sure you’ve got your glitter shoes on!

Way 3: Like It Is Friday

Preen by Thornton Bregazzi trench, Tibi shirt, Katie Ermilio shorts, Christian Dior shoes, Loewe bag

Preen by Thornton Bregazzi trenchTibi shirtKatie Ermilio shortsChristian Dior shoesLoewe bag

Because, duh, no pants.

Photographed by Krista Anna Lewis.


Get more Personal Style ?
  • Sofia Allyn

    LEANDRA!!!! these lewks rule. any ideas for non-exorbitant lucite boots for the third outfit?

    • Michelle Li

      Public Desire has lucite boots for cheap!

    • Harling Ross

      These Topshop ones are sooooo good

      • Leandra Medine

        I especially like that they’re a size 4.5 (fine! UK! I get it)

      • Sofia Allyn

        ooooh yas thank you!!

    • Jolie

      If you live in NY (I don’t think they have an online store), there’s one of those dirt-cheap stores called Easy Pickin’s (lol) that sells the lucite boots in a few different colors. I got ones that look just like Leandra’s — bc I’ve been coveting the hell out of those Dior ones forever — for around $30! And they haven’t broken or anything yet!

  • Natali

    Good Lord, nobody can pull off any of these looks as you did!! Others would in my mind look bit “coocoo” or kitchy, but you made all three looks SUPERB and so inspiring!

  • Yvonne Dunlevie

    I want everything here. I don’t even mind resembling a picnic table!! I love picnics!

  • Stephanie

    Major love!! Love these post so much and love your idea <3

  • AA

    OMG!!!!! This is giving me so much LYFE!!!! STUUUUUNNNING!!!

  • Harling Ross

    Bury me in gingham please.

  • Purposefully dressing like a picnic table sounds like fun! I need to recreate all of the above. Too many fun things happening.

  • stylecabin
  • Emma

    omg the last one had me LIKE

  • Melanie


  • Haley Nahman

    Leandra I want to date you in #1

  • Qamar Shehzad

    All varieties and outlines are captivating. Attires are stunning especially the Bregazzi Dress. The red color is my favorite. Consequently, The plans of your post are entertaining. The physical appearance of these four Outfit pictures that worn by sweat girl is record-breaking.
    Regard: Qamar