Preppy Modest Midi Dresses
This edit gathers 662 preppy modest midi dresses from the modest-fashion boutiques we track. Every piece has a preppy, polished look on top of a modest neckline and a midi length. Prices start around $22, and the list refreshes daily as stock changes.
Search all dresses →635 pieces

Bloomingdale's
Teri Jon by Rickie Freeman Taffeta Jacquard Shirtdress
$590.00$413.00
468101214+1

Final sale — 31% offRed Dress
Prosperina Lana Lime Green Cotton Button-Front Midi Dress
$168.00$116.00
XSM


Mac Duggal
Mac Duggal - Beige Boucl Midi Dress with Rhinestone Buttons - Ecru Multi / US 8
$558.00
24681012+2
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, a midi length, and we exclude sheer, cut-out, open-back and mini styles by default.
How much do these cost?
Prices start around $22 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.

































