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

Selkie The Shakespeare In Love Little Princess Dress
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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
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Bardot x Revolve Esra Midi Dress, $, available at Revolve

Cider Curve Sweetheart Gingham Shirred Mini Dress
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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
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