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Preppy Casual Modest Dresses

This edit gathers 968 preppy casual modest dresses from the modest-fashion boutiques we track. Every piece has a preppy, polished look on top of a modest neckline. Prices start around $24, and the list refreshes daily as stock changes.

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Sister Jane Alice jacquard frill hem midi dress with removable lace collar in blue
ASOS
Sister Jane Alice jacquard frill hem midi dress with removable lace collar in blue
$182.00
Sizes at store
Color Block Taffeta Shirtdress
Teri Jon
Color Block Taffeta Shirtdress
$465.00
4614161822
Quinn Pintuck Midi DressFinal sale — 30% off
Mestiza
Quinn Pintuck Midi Dress
$595.00$417.00
24681012+1
Jovana | Burgundy Hand-Embellished Crew-Neck Midi Dress With Drop Waist
Club L London
Jovana | Burgundy Hand-Embellished Crew-Neck Midi Dress With Drop Waist
$252.34
Sizes at store
Good Feels Slim Midi Dress
Free People
Good Feels Slim Midi Dress
$60.00
Sizes at store
Shoulder-Pad Dress
H&M
Shoulder-Pad Dress
$49.99
Sizes at store
Imani - Olive
Amsale
Imani - Olive
$300.00
0002468+12
Single Thread Mixed Media Bubble Hem DressFinal sale — 25% off
Bloomingdale's
Single Thread Mixed Media Bubble Hem Dress
$98.00$73.50
XSSMLXL
Hobbs London Liberty Jersey DressFinal sale — 41% off
Bloomingdale's
Hobbs London Liberty Jersey Dress
$220.00$130.00
41216
Hobbs London Rae Shift Dress
Bloomingdale's
Hobbs London Rae Shift Dress
$310.00
24681012+3
Reverie Dress
Jenni Kayne
Reverie Dress
$365.00
XSMLXLXXL
Teri Jon by Rickie Freeman Crepe Floral Print Apron DressFinal sale — 25% off
Bloomingdale's
Teri Jon by Rickie Freeman Crepe Floral Print Apron Dress
$590.00$442.50
24681012+2
Ted Baker Charlie Drop Waist Linen Shirt Dress
Bloomingdale's
Ted Baker Charlie Drop Waist Linen Shirt Dress
$325.00
SMLXL
The Crew Neck Sheath Dress
Ann Taylor
The Crew Neck Sheath Dress
See price at store
Sizes at store
Joelle - Mauve
Amsale
Joelle - Mauve
$300.00
0002468+12
Jason Wu Collection Chiffon Pleated Midi Dress
Bloomingdale's
Jason Wu Collection Chiffon Pleated Midi Dress
$1,795.00
468
Linen-Blend Dress
H&M
Linen-Blend Dress
$39.99
Sizes at store
Button Down Midi Dress in PinkFinal sale — 30% off
Chi Chi London
Button Down Midi Dress in Pink
$79.11$55.38
Sizes at store
Short Boucle Day Dress: Mac Duggal 21221
PromGirl
Short Boucle Day Dress: Mac Duggal 21221
$358.00
0246810+2
Nic+Zoe Devon ShirtdressFinal sale — 30% off
Bloomingdale's
Nic+Zoe Devon Shirtdress
$198.00$138.60
XSSMLXL
Sleeveless Mikado Fit And Flare Midi Dress With V-Back In Electric IceFinal sale — 30% off
Adrianna Papell
Sleeveless Mikado Fit And Flare Midi Dress With V-Back In Electric Ice
$169.00$118.99
8101214
Chinti & Parker Women's Cotton Cherry Swing DressFinal sale — 25% off
Bloomingdale's
Chinti & Parker Women's Cotton Cherry Swing Dress
$275.00$206.25
XSSMLXL
The Owen Pleated Waist Dress in Rust
Piper & Scoot
The Owen Pleated Waist Dress in Rust
$63.00
S
Universal Standard Women's Plus Size Envelope Neck Ponte Dress
Bloomingdale's
Universal Standard Women's Plus Size Envelope Neck Ponte Dress
$138.00
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Frequently asked questions

What is a preppy dress?
Collars, buttons, stripes and structured shapes -- polished enough for the office or a school event.
Are these dresses actually modest?
Yes. Every dress here is tagged with a modest neckline, and we exclude sheer, cut-out, open-back and mini styles by default.
How much do these cost?
Prices start around $24 and run up from there; each card shows the live price and links straight to the retailer.
How often is this collection updated?
It refreshes daily -- new arrivals are added and sold-out pieces drop off automatically, so what you see is in stock.