19 Winter Dresses for Cozy, Unrestrictive Layering

woman in winter dress

Hanifa 

Cozy, long-sleeved, and layerable—there are many elements winter dresses can and should have. They may not be the first category you think to flesh out for winter, but they always end up being an unsung hero. Both less restrictive and more put-together than a pair of jeans, dresses make for an easy winter outfit over tights (or pants!) and under a coat. 

In particular, cold-weather dresses play well with boots (ankle to tall), textures and fabrics that skew a bit heavier, and can easily be dressed up or kept casual. There are the knit dresses (because what’s better than wearing a giant, full-body sweater), the long-sleeved shirt-dresses, and the off-the-shoulder stunners (yes, even in winter). But, simultaneously, just because a dress is short or sleeveless doesn’t mean it can’t come out to play in the winter months. Remember, turtlenecks and tights are your friends and can easily make just about any dress seasonally appropriate. 

So, don’t sleep on dresses over the next couple of months. Instead, get creative with the options ahead. Even if we’re staying home for the foreseeable future, we all need an excuse to dress up these days. 

01 of 19

The Line By K Malcolm Belted Cutout Ribbed-Knit Turtleneck Midi Dress

The Line By K Malcolm Belted Cutout Ribbed-Knit Turtleneck Midi Dress
The Line By K Malcolm Belted Cutout Ribbed-Knit Turtleneck Midi Dress $260.00
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Midi dress, but make it sexy.

02 of 19

Nanushka Pink Satin Kinsley Dress

Nanushka Pink Satin Kinsley Dress
Nanushka Pink Satin Kinsley Dress $650.00
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The pink, satin stunner you never knew you needed.

03 of 19

Norma Kamali Sweetheart-Neckline Floral-Print Jersey Dress

Norma Kamali Sweetheart-Neckline Floral-Print Jersey Dress
Norma Kamali Sweetheart-Neckline Floral-Print Jersey Dress $74.00
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This flirty, daisy-printed dress hits in all the right places.

04 of 19

Baum Und Pferdgarten Jocelina Checked Midi Dress

BAUM UND PFERDGARTEN Jocelina checked midi dress
Baum Und Pferdgarten Jocelina Checked Midi Dress $150.00
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With a sheer dress, the layering possibilities are endless. Cardigan on top? Printed tights underneath?

05 of 19

Eliza Faulkner Luella Sweater Dress

Eliza Faulkner Luella Sweater Dress
Eliza Faulkner Luella Sweater Dress Luella Sweater Dress $275.00
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Looks like a dress, feels like a sweatshirt. Dream. Come. True.

06 of 19

Wray Daria Dress

Wray Daria Dress
Wray Daria Dress $278.00
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You haven’t seen zebra quite like this.

07 of 19

Nettle Super Wide Dress

Nettle Super Wide Dress
Nettle Super Wide Dress $150.00
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Meet your new Zoom uniform. 

08 of 19

Almost There Marilyn Mini Dress

Almost There Marilyn Mini Dress
Almost There Marilyn Mini Dress $178.00
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A dress that literally looks good on everyone.

09 of 19

Vincetta Column Dress

Vincetta Column Dress
Vincetta Column Dress $278.00
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Simple, but never boring.

10 of 19

Mara Hoffman Extended Aranza Dress

Mara Hoffman Extended Aranza Dress
Mara Hoffman Extended Aranza Dress Extended Aranza Dress $350.00
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Smocking can be elegant.

11 of 19

Hanifa Miya Knit Cardigan Dress

MIYA KNIT CARDIGAN DRESS
Hanifa Miya Knit Cardigan Dress $209.00
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It’ll basically feel like wearing your throw blanket—but 100x chicer.

12 of 19

Nikki Chasin Richter Dress

Nikki Chasin Richter Dress
Nikki Chasin Richter Dress $288.00
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Will we ever not love a puff sleeve?

13 of 19

Fe Noel Black Essential Casual Gown

Fe Noel Black Essential Casual Gown
Fe Noel Black Essential Casual Gown $228.00
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Gown—but make it casual.

14 of 19

Loud Bodies Rosalind Dress

Loud Bodies Rosalind Dress
Loud Bodies Rosalind Dress $185.00
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We’re here for an oversized bow at the back.

15 of 19

Cult Gaia Antonella Knit Dress

Cult Gaia Antonella Knit Dress
Cult Gaia Antonella Knit Dress $328.00
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It doesn’t get more effortless than this.

16 of 19

Simon Miller Stretch Mies Dress

Simon Miller Stretch Mies Dress
Simon Miller Stretch Mies Dress $195.00
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Stretchy is always a win in our book.

17 of 19

Beaufille Kubin Jacquard-Knit Dress

Beaufille Kubin Jacquard-Knit Dress
Beaufille Kubin Jacquard-Knit Dress $680.00
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The winter way to show a little skin.

18 of 19

Wynn Hamlyn Cross Over Ribbed Knit Dress

Wynn Hamlyn Cross Over Ribbed Knit Dress
Wynn Hamlyn Cross Over Ribbed Knit Dress $390.00
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That neckline, though.

19 of 19

La Réunion Patchwork Dress

La Réunion Patchwork Dress
La Réunion Patchwork Dress $435.00
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Upcycled and absolutely gorgeous. It’s a win, win.

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