While milkmaid dresses started trending in the spring, this steamy, sweltering summer has allowed the style — often marked by a structured bodice, puff sleeves, and an A-line skirt — to continue thriving. As we crave breathable fabrics and flowy silhouettes, styles like nap dresses and milkmaid dresses have become our go-to, one-and-done summer outfits. Now, the vintage-inspired sundresses have the stamp of approval from fashion It girls.

Celebrities like Kaia Gerber and Olivia Rodrigo have been reaching for maxi and midi milkmaid dresses from popular dress brands like Dôen and Ciao Lucia for their NYC strolls and European vacations this season. Sabrina Carpenter also donned an off-the-shoulder mini milkmaid dress from Frankies Bikinis in her “Espresso” music video. It doesn’t stop there: The easy-breezy silhouette is taking over TikTok, with influencers trying dressier versions with structured bustiers and delicate straps from brands like House of CB.

So whether you’re looking for a milkmaid dress appropriate for casual daytime activities, flirty date nights, or beach weddings, we found some of the best styles in a range of prints, lengths, sizes, and prices to help bring some vintage whimsy to your wardrobe.

All linked products are independently selected by our editors. If you purchase any of these products, we may earn a commission.

For more can’t-miss shopping stories delivered straight to your inbox, sign up for our Most Wanted newsletter.

Dôen Quinn Dress

Shop Dôen

Dôen Quinn Dress, $, available at Dôen

Frankies Bikinis Christabelle Ruffle Maxi Dress

Shop Frankies Bikinis

Frankies Bikinis Christabelle Ruffle Maxi Dress, $, available at Frankies Bikinis

House of CB Carmen Bustier Sundress

Shop House of CB

House of CB Carmen Bustier Sundress, $, available at House of CB

Ciao Lucia Rosella Dress

Shop Ciao Lucia

Ciao Lucia Rossella Dress, $, available at Ciao Lucia

Free-est Taking Sides Maxi

Shop Free People

free-est Taking Sides Maxi, $, available at Free People

Hill House Home The Daphne Dress

Shop Hill House Home

Hill House Home The Daphne Dress, $, available at Hill House Home

Damson Madder Rebecca Bow Back Dress

Shop Damson Madder

Damson Madder Rebecca Bow Back Dress, $, available at Damson Madder

Selkie The Shakespeare In Love Little Princess Dress

Shop Selkie

Selkie The Shakespeare In Love Little Princess Dress, $, available at Selkie

The Somerset Collection by Anthropologie Maxi Dress: Puff-Sleeve Edition

Shop Anthropologie

The Somerset Collection by Anthropologie The Somerset Maxi Dress: Puff-Sleeve Edition, $, available at Anthropologie

Kimchi Blue Wanda Check Midi Dress

Shop Urban Outfitters

Kimchi Blue Wanda Check Midi Dress, $, available at Urban Outfitters

Lisa Says Gah Annie Dress

Says Lisa Says Gah

Lisa Says Gah Annie Dress, $, available at Lisa Says Gah

Reformation Daria Linen Dress

Shop Reformation

Reformation Daria Linen Dress, $, available at Reformation

Asos Design Lace Up Corset Midi Dress

Shop Asos

ASOS DESIGN lace up corset midi dress with full skirt, $, available at ASOS

Cupshe Ditsy Floral Print Milkmaid Dress

Shop Cupshe

Cupshe Ditsy Floral Print Milkmaid Dress, $, available at Cupshe

Bardot x Revolve Esra Midi Dress

Shop Revolve

Bardot x Revolve Esra Midi Dress, $, available at Revolve

Cider Curve Sweetheart Gingham Shirred Mini Dress

Shop Cider

cider Sweetheart Gingham Knotted Shirred Ruffle Mini Dress, $, available at Cider

Sleeper Cancan Linen Maxi Dress

Shop Sleeper

Sleeper Cancan Linen Maxi Dress, $, available at Sleeper

Sister Jane Kansas Stripe Midi Dress

Shop Sister Jane

Sister Jane Kansas Stripe Midi Dress, $, available at Sister Jane

Like what you see? How about some more R29 goodness, right here?

12 “Dress & Trainers” Combos To Save For Later

24 Summer Wedding Guest Dresses For Every Party

Gap x DÔEN Collab Has Your Summer Dressing Covered