A woman in a We've Found The Best Day To Night dress stands elegantly in a white garden gazebo, posing with one hand raised and the other on her hip, surrounded by lush greenery and vintage-style.

ASTR THE LABEL

The Dress Edit

We’ve Found The Best Day To Night Dresses For Your Weekend Plans

Let’s be honest, the search for the best day-to-night dresses never ends. In winter, we need styles that keep us warm and look great with boots or heels for our dinner plans. In summer, it’s all about dresses we can wear with flats or stilettos, that take us seamlessly from the beach to the bar. Well, no matter your weekend plans for the season ahead (we see you spring!), our brand new edit of designer dresses has you covered. We’ve searched high and low for the ultimate day-to-night silhouettes to bring you the most sought-after styles that’ll make weekend dressing an absolute breeze. Apologies in advance, you’re going to want to own every single dress on our list!

A woman walks on a city street wearing an elegant cream dress with puff sleeves and a black ribbon detail, perfect as one of the best day-to-night dresses. She complements her outfit with black heels.

Dôen

A woman in a red sleeveless dress, perfect for transitioning from day to night with elegant draping details, stands confidently on a patterned floor against a soft, wavy backdrop. She wears matching red heels.

Ulla Johnson

Ankle Length Silhouettes Make The Best Day To Night Dresses

So many of the best day-to-night dresses out there have an ankle-length skirt. Why do they work so well? There are two reasons. Firstly, an ankle-length dress works perfectly for a daylight soirée. Especially when having your legs on show just doesn’t fit the venue. You can happily wear a dress like this to a brunch date or a garden party and feel both comfortable and effortlessly stylish all at the same time. Secondly, ankle-length hems are undeniably chic. With the right pair of heels, they make the ultimate cocktail party or dinner date look.

So, firstly, we’re highlighting the Felicia dress by Dôen. We can already tell this dress will be our go-to for spring and summer weekends. Style yours with the Bon-Bon bow-embellished velvet trimmed bucket bag by Jimmy Choo to accentuate the adorable black ribbon detailing on the neckline. Then, add the 55mm suede sandal mules by Gianvito Rossi  – they’re the perfect day-to-night heels! Secondly, the Cornelia ruched velvet midi dress by Ulla Johnson deserves a top spot in your closet. The gathered detailing is eternally flattering whilst the burnt orange hue is incredibly pretty and just so happens to be trending for 2024. Opt for gold jewelry to elevate this striking hue. Then, add the Tony Bianco sparkle heels and Mini Gg Marmont leather shoulder bag by Gucci to complete the look.

Shop more of the Best Day To Night Dresses selected and reviewed by our expert fashion buyers and stylists

  • ULLA JOHNSON Cornelia Ruched Velvet Midi Dress

    $790
  • KHAITE Oron Dress

    $1,480
  • DÔEN Cerelia Dress

    $498
  • ALESSANDRA RICH Printed Open Back Draped Silk Mini Dress

    $1,580
  • ZIMMERMANN Lexi Short Linen Wrap Dress

    $650
  • SAINT LAURENT Printed Draped Tech Mini Dress

    $3,400
  • ALESSANDRA RICH Printed Off-the-shoulder Silk Mini Dress

    $1,680
  • GALVAN LONDON Atalanta Beaded Midi Dress

    $1,215
  • ALLSAINTS Bryony Floral Print Slipdress

    $169
  • GEISHA DESIGNS Strapless Cutwork Mini Dress

    $368
  • MAEVE Sleeveless Seamed Slip Midi Dress

    $168
  • ANTHROPOLOGIE Short-Sleeve Draped Tunic Mini Dress

    $178
  • INTIMATELY Sunsetter Maxi Slip Dress

    $128
  • OSCAR DE LA RENTA Gardenia Lace Ruffle Mini Dress

    $3,490
  • MAEVE The Cecily Fit & Flare Sweetheart Dress

    $170
  • BHLDN Emmy Long-Sleeve V-Neck Tiered Mini Dress

    $298
  • ZIMMERMANN Matchmaker Flip Belted Crystal-embellished Linen And Silk-blend Organza Mini Dress

    $1,600
  • ROTATE BIRGER CHRISTENSEN Net Sustain Russy Gathered Floral-print Stretch Recycled-satin Midi Dress

    $420
  • REFORMATION Fulton Sleeveless Sweetheart Midi Dress

    $278
  • DÔEN Calsi Dress

    $398
  • DÔEN Felicia Dress

    $398
  • FAITHFULL THE BRAND Blythe Mini Dress

    $249
  • DÔEN Aurina Dress

    $398
  • ASTR THE LABEL Suzy Dress

    $148

The Best Day To Night Dresses To Wear With Flats Or Heels

When it comes to the best day-to-night dresses, we adore styles that are not only versatile but also undeniably pretty. Those that look just as good with flats as they do with heels. For example, who could possibly resist the Aurina dress by Dôen? This must-have midi will look incredible with heels and a clutch when you want to switch up your accessories. However, you can happily, and stylishly, rock this look from morning ’til night in flats. We’ll be styling ours with the Carla Mary Jane ballet flats by Gianvito Rossi and the crescent mini crystal-embellished shoulder bag by Self Portrait.

Meanwhile, if you’re looking for something a little more colorful (or you need a dress with sleeves!) look no further than the Emmy mini dress by BHLDN. We adore this brightly colored dress with its deep V-neckline, blouson sleeves, and subtle ditsy print. You won’t believe how incredibly stylish it looks with flats for your day-to-night plans! We highly recommend pairing this dress with the pointed gold woven flats by Guilhermina and the crystal sunflower embroidery billiard bag by Oscar De La Renta for maximum style points this spring and summer.

Shop All Best Day To Night Dresses

We've Found The Best Day To Night Dresses For Your Weekend Plans.setWindowTitle features a vibrant orange floral print with flowing sleeves and a tiered skirt, complemented by an ornate belt and matching heeled sandals.

BHLDN

A woman walks along a city riverbank at sunset, wearing one of the best day-to-night dresses, We've Found The Best Day To Night Dresses For Your Weekend Plans, paired with fishnet stockings and high heels. She has a serene

Dôen

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