
Milkmaid dresses started going TikTok-viral last spring and fully took off in the summer thanks to fashion It girls like Sabrina Carpenter, Kaia Gerber, and Olivia Rodrigo. Typically characterized by structured bodices, puff sleeves, and A-line skirts, the romantic silhouette is sticking around this summer.
These sweet, ethereal styles — including Hill House Home’s beloved Nap dresses — remain a go-to summer dress trend for their breezy, throw-on-and-go ease. And with options ranging from casual minis by celeb-favorite Ciao Lucia to dressier maxis by TikTok-loved House of CB, there’s a milkmaid dress for just about every occasion.
Whether you’re dressing for daytime plans, vacation, date night, or a summer wedding, we’ve rounded up 25 standout styles — think florals, gingham, crisp whites, and pastels with delicate details like bowties and rosette appliqués — to bring a touch of vintage whimsy to your wardrobe this season.
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Dôen Quinn Dress
Dôen Quinn Dress, $, available at Dôen

Damson Madder Becca Mini Dress
Damson Madder Becca Mini Dress, $, available at Damson Madder

J.Crew Linen Cap-Sleeve Midi Dress
J.Crew Linen Cap-Sleeve Midi Dress, $, available at J.Crew

Old Navy Waist-Defined Ruffled Midi Dress
Old Navy Waist-Defined Ruffled Midi Dress, $, available at Old Navy

Reformation Balia Linen Dress, $, available at Reformation

Quince 100% Organic Cotton Keyhole Midi Dress
Quince 100% Organic Cotton Keyhole Midi Dress, $, available at Quince

Anthropologie The Peregrine Midi Dress: Square-Neck Edition
Anthropologie The Peregrine Midi Dress: Square-Neck Edition, $, available at Anthropologie

Madewell Smocked U-Neck Mini Dress
Madewell Smocked U-Neck Mini Dress, $, available at Madewell

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

Abercrombie & Fitch Emerson Poplin Puff Sleeve Midi Dress
Abercrombie & Fitch Emerson Poplin Puff Sleeve Midi Dress, $, available at Abercrombie & Fitch

Selkie Gwyn Dress
Selkie Gwyn Dress, $, available at Revolve

For Love And Lemons Georgia Gingham Midi Dress
For Love And Lemons Georgia Gingham Midi Dress, $, available at Shopbop

H&M Puff-Sleeved Dress
H&M Puff-Sleeved Dress, $, available at H&M

Asos Design Curve Wide Strap Channel Waist Midi Sundress
ASOS DESIGN Curve Wide Strap Channel Waist Midi Sundress, $, available at ASOS

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

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

Urban Outfitters Rosie Smocked Tiered Ruffle Romper
UO Rosie Smocked Tiered Ruffle Romper, $, available at Urban Outfitters

Sleeper Belle Cotton Dress with Rose Detail
Sleeper Belle Cotton Dress with Rose Detail, $, available at Sleeper

Free-est In My Dreams Midi Dress
free-est In My Dreams Midi Dress, $, available at Free People

Cider Plus Square Neck Strawberry Graphic Lace Trim Midi Dress
Cider Square Neck Strawberry Graphic Lace Trim Midi Dress, $, available at Cider

Ciao Lucia Gianluca Dress
Ciao Lucia Gianluca Sun Gingham Cotton Dress, $, available at Ciao Lucia

Gap x Dôen Eyelet Midi Dress
Gap x Dôen Eyelet Midi Dress, $, available at Gap

Frankies Bikinis Christa Mini Dress
Frankies Bikinis Christa Mini Dress, $, available at Frankies Bikinis

Tuckernick Gingham Seersucker Landis Maxi Dress
Tuckernuck Gingham Seersucker Landis Maxi Dress, $, available at Tuckernuck

Eloquii Poplin Flare Mini Dress
Eloquii Poplin Flare Mini Dress, $, available at Eloquii

Free-est In My Dreams Midi Dress
free-est In My Dreams Midi Dress, $, available at Free People

Dôen Quinn Dress
Dôen Quinn Dress, $, available at Dôen

Reformation Balia Linen Dress
Reformation Balia Linen Dress, $, available at Reformation

Gap Eyelet Scoop Neck Dress
Gap Eyelet Scoop Neck Dress, $, available at Gap

Astr The Label Temperance Dress
ASTR The Label Temperance Dress, $, available at Revolve

Abercrombie & Fitch Emerson Poplin Puff Sleeve Midi Dress
Abercrombie & Fitch Emerson Poplin Puff Sleeve Midi Dress, $, available at Abercrombie & Fitch

Sleeper Cancan Linen Maxi Dress
Sleeper Cancan Linen Maxi Dress, $, available at Sleeper

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