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Modest Winter Midi Dresses

This edit gathers 25 modest winter midi dresses from the modest-fashion boutiques we track. Every piece has a heavier, cold-weather look on top of a modest neckline and a midi length. Prices start around $31, and the list refreshes daily as stock changes.

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Reiss Rachel Pleated DressFinal sale — 31% off
Bloomingdale's
Reiss Rachel Pleated Dress
$468.00$322.00
6
Long Sleeve Satin Combo Amelia Midi Dress In Cherry Lacquer
Adrianna Papell
Long Sleeve Satin Combo Amelia Midi Dress In Cherry Lacquer
$159.00
XSSMLXL
Long Sleeve Shirred Maxi Dress in GreenFinal sale — 32% off
Chi Chi London
Long Sleeve Shirred Maxi Dress in Green
$60.02$40.92
6810
Sea Leda Velvet Midi Dress
Bloomingdale's
Sea Leda Velvet Midi Dress
$395.00
0248
Jason Wu Collection Chiffon Pleated Midi Dress
Bloomingdale's
Jason Wu Collection Chiffon Pleated Midi Dress
$1,795.00
48
Johnna Ruched Dress - Printed Jersey:: Autumn FloralFinal sale — 65% off
M.M. LaFleur
Johnna Ruched Dress - Printed Jersey:: Autumn Floral
$279.00$99.00
XXL
YAS ribbed roll neck sweater midi dress in grayFinal sale — 5% off
ASOS
YAS ribbed roll neck sweater midi dress in gray
$99.00$94.05
Sizes at store
Pinko Nantes Abito Turtleneck Dress
Bloomingdale's
Pinko Nantes Abito Turtleneck Dress
$386.00
XSSM
Mac Duggal - Dark Blue Burnout Velvet Long Sleeve Midi Dress - US 20
Mac Duggal
Mac Duggal - Dark Blue Burnout Velvet Long Sleeve Midi Dress - US 20
$558.00
0246810+5
Gerard Darel Cris Wool & Cashmere Dress
Bloomingdale's
Gerard Darel Cris Wool & Cashmere Dress
$465.00
Sizes at store
Whistles Bonnie Quarter Zip Sweater DressFinal sale — 50% off
Bloomingdale's
Whistles Bonnie Quarter Zip Sweater Dress
$279.00$140.00
XS
ASOS DESIGN crew neck short sleeve velvet midi dress in chocolateFinal sale — 10% off
ASOS
ASOS DESIGN crew neck short sleeve velvet midi dress in chocolate
$94.99$85.49
Sizes at store
Brooke Midi Dress
En Saison
Brooke Midi Dress
$112.00
XSSML
River Island crew neck knit midi dress in light brownFinal sale — 25% off
ASOS
River Island crew neck knit midi dress in light brown
$90.00$67.50
Sizes at store
Sandro 2 in 1 Knit Midi Dress
Bloomingdale's
Sandro 2 in 1 Knit Midi Dress
$590.00
246810
Brave Soul oversized knit turtleneck maxi dress in beigeFinal sale — 35% off
ASOS
Brave Soul oversized knit turtleneck maxi dress in beige
$49.00$31.85
Sizes at store
Wool-Blend Fuzzy Midi Dress
Commense
Wool-Blend Fuzzy Midi Dress
$69.00
XSSMLXL
Bold Hues Colorblock Midi Sweater DressFinal sale — 26% off
Vici
Bold Hues Colorblock Midi Sweater Dress
$68.00$49.99
MLXL
Helena Dress - Wine
Petal & Pup
Helena Dress - Wine
$90.00
Sizes at store
Whistles Checked Shirred DressFinal sale — 30% off
Bloomingdale's
Whistles Checked Shirred Dress
$299.00$209.00
268101214
Risa Sweater Skirt - Poppy
Universal Standard
Risa Sweater Skirt - Poppy
$138.00
Sizes at store
Area Stars Oakley Tweed ShirtdressFinal sale — 20% off
Bloomingdale's
Area Stars Oakley Tweed Shirtdress
$225.00$180.00
XSSMLXL
ASOS DESIGN Curve velvet asymmetric draped maxi dress in blackFinal sale — 55% off
ASOS
ASOS DESIGN Curve velvet asymmetric draped maxi dress in black
$94.99$42.74
Sizes at store
Nivina | Red Velvet High-Neck Midi Dress With Cap-Sleeves
Club L London
Nivina | Red Velvet High-Neck Midi Dress With Cap-Sleeves
$115.94
Sizes at store

Frequently asked questions

Are these warm enough for winter?
They are the styles our tagger reads as fall/winter -- heavier-looking fabrics and cold-weather styling. Layering pieces are still worth adding for real cold.
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 $31 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.