While milkmaid dresses started going TikTok-viral in the the spring and fully took off in the summer with the stamp of approval from fashion It girls like Sabrina Carpenter, Kaia Gerber, and Olivia Rodrigo, the style — often marked by a structured bodice, puff sleeves, and an A-line skirt — will continue to thrive in the fall. Styles like nap dresses and milkmaid dresses are our go-to fall dress trends because they make for easy breezy, one-and-done outfits.
From casual mini dresses from celebrity-approved brands like Ciao Lucia to dressier, structured maxi dresses from TikTok-approved brands like House of CB, there’s a milkmaid dress for every occasion. So whether you’re looking for a fall dress appropriate for daytime activities, flirty date nights, or fall weddings, we found some of the best styles in a range of colors, prints, lengths, sizes, and prices to help bring some vintage whimsy into your wardrobe this season.
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.
Shop Hill House Home
Hill House Home The Scarlett Long Sleeve Maxi Nap Dress, $, available at Hill House Home
Shop Free People
free-est In My Dreams Midi Dress, $, available at Free People
Shop Abercrombie & Fitch
Abercrombie & Fitch Emerson Poplin Puff Sleeve Midi Dress, $, available at Abercrombie & Fitch
Shop Frankies Bikinis
Frankies Bikinis Christa Ruffle Mini Dress, $, available at Frankies Bikinis
Shop Asos
ASOS DESIGN Curve Wide Strap Channel Waist Midi Sundress, $, available at ASOS
Shop Quince
Quince 100% Organic Cotton Keyhole Midi Dress, $, available at Quince
Shop Lulus
Lulus Floral Jacquard Puff Sleeve Mini Dress, $, available at Lulus
Shop Damson Madder
Damson Madder Heidi Embroidered Midi Dress, $, available at Damson Madder
Shop Nordstrom
House of CB Carmen Bustier Sundress, $, available at Nordstrom
Shop Cider
Cider Curve Square Neck Gingham Shirred Tiered Dress, $, available at Cider
Shop Madewell
Madewell Square-Neck Puff-Sleeve Mini Dress, $, available at Madewell
Shop Shopbop
o.p.t Classic Smocked Maxi Dress, $, available at Shopbop
Shop Reformation
Reformation Balia Linen Dress, $, available at Reformation
Shop Dôen
Dôen Quinn Dress, $, available at Dôen
Shop Anthropologie
Maeve Puff-Sleeve Square-Neck Mini Dress, $, available at Anthropologie
Shop Urban Outfitters
Kimchi Blue Ioni Plunging Puff Sleeve Midi Dress, $, available at Urban Outfitters
Shop Revolve
Bardot x Revolve Esra Midi Dress, $, available at Revolve
Shop Eloquii
Eloquii Plus Mini Fit And Flare Dress, $, available at Eloquii
Shop Sleeper
Sleeper Cancan Linen Maxi Dress, $, available at Sleeper
Shop Gap
Gap Smocked Midi Dress, $, available at Gap
Shop Ciao Lucia
Ciao Lucia Gianluca Dress, $, available at Ciao Lucia
Shop Everlane
Everlane The Gauze Smock Dress, $, available at Everlane
Shop Dôen
Dôen Quinn Dress, $, available at Dôen
Shop Frankies Bikinis
Frankies Bikinis Christabelle Ruffle Maxi Dress, $, available at Frankies Bikinis
Shop Free People
free-est Taking Sides Maxi, $, available at Free People
Shop Hill House Home
Hill House Home The Daphne Dress, $, available at Hill House Home
Shop Damson Madder
Damson Madder Rebecca Bow Back Dress, $, available at Damson Madder
Shop Anthropologie
Selkie Puff-Sleeve Romantics Mini Dress, $, available at Anthropologie
Shop Quince
Quince 100% Organic Cotton Keyhole Midi Dress, $, available at Quince
Shop Urban Outfitters
Kimchi Blue Olivia Maxi Dress, $, available at Urban Outfitters
Says Lisa Says Gah
Lisa Says Gah Annie Dress, $, available at Lisa Says Gah
Shop Reformation
Reformation Daria Linen Dress, $, available at Reformation
Shop Asos
ASOS DESIGN Lace Up Corset Midi Dress, $, available at ASOS
Shop Cupshe
Cupshe Ditsy Floral Print Milkmaid Dress, $, available at Cupshe
Shop Cider
Cider Curve Sweetheart Gingham Shirred Mini Dress, $, available at Cider
Shop Sleeper
Sleeper Cancan Linen Maxi Dress, $, available at Sleeper
Shop Forever 21
Forever 21 Plus Size Ditsy Floral Maxi Dress, $, available at Forever 21
From casual mini dresses from celebrity-approved brands like Ciao Lucia to dressier, structured maxi dresses from TikTok-approved brands like House of CB, there’s a milkmaid dress for every occasion. So whether you’re looking for a fall dress appropriate for daytime activities, flirty date nights, or fall weddings, we found some of the best styles in a range of colors, prints, lengths, sizes, and prices to help bring some vintage whimsy into your wardrobe this season.
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.

Hill House Home The Scarlett Long Sleeve Maxi Nap Dress
Shop Hill House Home
Hill House Home The Scarlett Long Sleeve Maxi Nap Dress, $, available at Hill House Home

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

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

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

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

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

Lulus Floral Jacquard Puff Sleeve Mini Dress
Shop Lulus
Lulus Floral Jacquard Puff Sleeve Mini Dress, $, available at Lulus

Damson Madder Heidi Embroidered Midi Dress
Shop Damson Madder
Damson Madder Heidi Embroidered Midi Dress, $, available at Damson Madder

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

Cider Curve Square Neck Gingham Shirred Tiered Dress
Shop Cider
Cider Curve Square Neck Gingham Shirred Tiered Dress, $, available at Cider

Madewell Square-Neck Puff-Sleeve Mini Dress
Shop Madewell
Madewell Square-Neck Puff-Sleeve Mini Dress, $, available at Madewell

O.P.T Classic Smocked Maxi Dress
Shop Shopbop
o.p.t Classic Smocked Maxi Dress, $, available at Shopbop

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

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

Maeve Puff-Sleeve Square-Neck Mini Dress
Shop Anthropologie
Maeve Puff-Sleeve Square-Neck Mini Dress, $, available at Anthropologie

Kimchi Blue Ioni Plunging Puff Sleeve Midi Dress
Shop Urban Outfitters
Kimchi Blue Ioni Plunging Puff Sleeve Midi Dress, $, available at Urban Outfitters

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

Eloquii Plus Mini Fit And Flare Dress
Shop Eloquii
Eloquii Plus Mini Fit And Flare Dress, $, available at Eloquii

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

Gap Smocked Midi Dress
Shop Gap
Gap Smocked Midi Dress, $, available at Gap

Ciao Lucia Gianluca Dress
Shop Ciao Lucia
Ciao Lucia Gianluca Dress, $, available at Ciao Lucia

Everlane The Gauze Smock Dress
Shop Everlane
Everlane The Gauze Smock Dress, $, available at Everlane

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

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 Puff-Sleeve Romantics Mini Dress
Shop Anthropologie
Selkie Puff-Sleeve Romantics Mini Dress, $, available at Anthropologie

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

Kimchi Blue Olivia Maxi Dress
Shop Urban Outfitters
Kimchi Blue Olivia Maxi 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, $, available at ASOS

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

Cider Curve Sweetheart Gingham Shirred Mini Dress
Shop Cider
Cider Curve Sweetheart Gingham Shirred Mini Dress, $, available at Cider

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

Forever 21 Plus Size Ditsy Floral Maxi Dress
Shop Forever 21
Forever 21 Plus Size Ditsy Floral Maxi Dress, $, available at Forever 21
Like what you see? How about some more R29 goodness, right here?
13 Dress Trends That Will Turn Heads This Fall
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