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An ideal woman winter dress is not bulky, but soft, comfortable, and yes—warm! Check out these stylish and cozy top recommended picks! 


Winter Dress Ideas



Table Of Contents



When it comes to “how to dress for winter,” definitely don’t discount dresses as you can find ones that are made of lightweight merino wool, cotton, or other blends so they are packable. 




The great thing about women’s winter dresses is they can be layered with tights, thermals, and warm socks beneath boots so you remain toasty without having to sacrifice an item you enjoy wearing year-round.


See the top-recommended picks for the best dresses for winter as these beauties are classic, comfortable, and cute!



Best Womens Winter Dresses




Shop Sizes 14-32 Plus: Amazon | Roamans 


Roamans Turtleneck Plus Size Winter Dresses 


A brand dedicated to diverse and beautiful looking clothes, this Roamans winter plus size dress is a pretty cowl neck design with cable knit cascading down the front. The blouse-like sleeves and ribbed cuffs add a feminine touch. And it’s comfy, made of a viscose blend.

A reviewer says, “I like this dress. It’s beautiful, soft, and presentable for any occasion and every day!” Get this in sizes 14-32 Plus and in gorgeous colors.




Shop XS-XL: Quince


Quince Cashmere Winter Sweater Dress


Cashmere sweater dresses for winter like this cute Quince number are really comfy because they’re loose-fitting but are flattering on a variety of women. This casual tunic style is soft and cozy and has a turtleneck for extra warmth and long sleeves to cover up your extremities. 

You can dress it down with fleece leggings and sneakers, or dress it up with some cute ankle booties—super versatile! One wearer says, “Such a beautiful, classic dress to wear all winter long. Very chic and flattering, and while it’s a straight fit, it still hugs you in the right areas. It’s very soft and cozy with a comfortable turtleneck to keep you extra warm. A timeless wardrobe staple!”  Available in sizes XS-XL




Shop Sizes XS-3X: Wool&


Wool& Merino Wool Short Winter Dresses


When you come across so many cute winter dresses, it’s hard to pick the right one. This Wool& swing-style dress is cozy and could be your “right one”! Made from an ultrasoft merino-nylon blend, it has a high neck, slim sleeves, and a flowy skirt, with side pockets to store your mini essentials.

This charming gem is described as, “A comfortable addition to your weekend trip to the mountains”. It’s also perfect to wear when you’re sightseeing. Just throw on some comfortable sneakers of your choice and you’re good to go! Get this in many colors and sizes XS-3X.


Want more ideas to stay warm? Check out these thermal tops and leggings!




Shop Sizes XS-XXL: Amazon 


PrettyGuide Turtleneck Warm Winter Dresses


Maybe you’re looking for a winter work dress or more casual winter dresses, this ribbed PrettyGuide sweater dress is a flattering beauty that can be dressed up or down easily. It features long sleeves, with a knee-length fit, while the cowl-rib neck adds some additional coziness. It’s also soft and comfy, perfect for traveling too!

One wearer describes it, “This dress is exactly what I was looking for”. Grab this in lots of different colors and patterns and XS-XXL sizes.




Shop Sizes XS-XL: Amazon


Dearlove Long-Sleeve Winter Bodycon Dress


Talk about the ideal winter wonderland dress! These Dearlove body-con dresses come in a midi-length ribbed version or a V-neck above the knee, pencil skirt style. Both are chic and casual, perfect with ankle boots or knee-high boots

One very happy purchaser shares a list as to why this is worth it. “Love this dress! It’s not see-through, it’s warm, knee-length, and can be worn in a casual or professional setting. Finally, it fit as expected.” Comes in a ton of colors, some alternate styles, and XS-XL sizes.




Shop Sizes XS-XXL: Amazon


Rocorose Turtleneck Ribbed Winter Midi Dress


Who says cold-weather clothes have to be boring? For a budget-priced option, the Rocorose midi dress is described as “very well made,” and “thick enough to keep you warm without being too hot.” It’s also darn cute and comes in a variety of colors and patterns to suit anyone’s style!

The body-hugging design has classic touches, such as a turtleneck and long, sleek sleeves. The midi-length is perfect to pair with a bold winter jacket or a trench, and boots. Comes in XS-XXL.


For a trip to an extremely cold destination, read our post on what clothing to wear in the arctic!




Shop Sizes S-XXL: Amazon


Etcyy Tied Boho Winter Dress


This cute winter dress from Etcyy is a cashmere blend in a long-sleeve, pullover style. It also features a flattering v-neck, a tie-front to enhance the waist, and two large pockets which are a must-have for travelers. One happy purchaser says, “Love, love my dress. it is comfortably above the knee and will be nice with boots.”

Versatile dresses like this one are wonderful for when you’re walking around and seeing the sights, but they can also be jazzed up to enjoy the nightlife of your destination. It’s loose-fitting for comfort, but the tie waist adds a slight hug to your curves. And the most important part is that it’ll keep you warm! Available in S-XXL.


Readers love these cashmere sweaters for their polished and timeless look, incredible warmth, and versatility.




Shop Sizes XXS-XXL: Nordstrom


Treasure & Bond Cable Stitch Long Winter Dresses


This Treasure & Bond midi winter long dress is made of sustainably produced fabric, with chunk cable stitches design, and is easy to put on, has a crewneck collar, and a relaxed fit. One user says, “This dress fits beautifully and narrows at the waist without being tight. It fits like a dream.”

Add Chelsea ankle boots and a cozy jacket and you’ll be set for anything! Comes in four other timeless colors and sizing XXS-XXL.


Merino wool or silk thermal underwear is the best. Find out why here!




Shop Sizes XS-XL: Nordstrom


Karen Kane A-Line Winter Casual Dresses


This Karen Kane black winter dress is the epitome of lovely with an easy A-line and 3/4 sleeves. It’s also cozy, due to the soft, comfy jersey fabric that drapes beautifully. Ideal for layering with a jacket, it’ll keep you warm for sure!

One reviewer espouses her love for it, “This is the perfect dress—comfortable, flattering, and washable! Some great add-ons include waterproof boots, tights, or leggings.” Comes in sizes XS-XL.


Merino wool is another popular choice for leggings in the cooler weather. These are our readers top picks!




Shop Sizes S-XXL: Amazon


OFEEFAN Long Sleeve Women’s Sweater Dresses Winter


This OFEEFAN winter dress style is described as cozy and flattering, which will be comfortable to wear but it’s also stylish. It’s made of a soft, lightweight fabric that is perfect for travel, has long sleeves to keep your arms covered and it has pockets! 

One reviewer says, “I’m grateful that it fits loose without being baggy, and most importantly, the arms are fitted and flattering, but not tight at all. So versatile too, it’ll go with everything. Wear it with long boots or ankle booties, top it all off with a coat and chic scarf and you’ll look fabulous.” Available in S-XXL.


If you’re looking for a sweater, here’s what our readers suggest for the best merino wool sweaters!




Shop Sizes 14-28: Eloquii


Eloquii Sweater Wrap Winter Dresses Plus Size


These Eloquii wrap dresses for winter make such an elegant and versatile option for the colder months. This belted style offers plenty of coverage to keep you warm, with long sleeves, a stylish midi-length cut, and an unlined neck. The straight fit is super comfy and non-constricting, and the belt can be adjusted to enhance the waistline or just change up the look! 

It’s a great option for fancier occasions, but it could totally be dressed down with sneakers for a cute sightseeing look. One reviewer raves, “This is so luxuriously soft, the belt construction is unique, the color is spectacular, and the length is spot on. I couldn’t think of a more perfect sweater dress!” Sizes range from 14-28.




Shop Sizes XS-XL: Royal Robbins


Royal Robins Sweater ​​Winter Dress


With a wintery, ski-inspired vibe, this Royal Robbins All Season sweater dress is a fun option for staying warm in cooler weather. The merino wool and cotton blend keeps it warm yet lightweight and highly breathable, plus it’s odor-resistant and wrinkle-resistant! Wearers rave about the comfort and flattering, a-line fit!

One wearer says, “This dress is comfortable yet professional enough for work, is flattering for her curvy figure, and looks cute with tights and ankle boots!” It comes in sizes XS-XL.



Elegant Winter Dresses Comparison Chart


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Compass Rose Packing Cubes


How to Pack That Perfect Dress in Winter


If you’re ready to tackle some chilly weather for a trip with your new dress in tow, start with packing cubes, they will seriously change the way you pack! We designed our own brand of slim packing cubes, with a unique color and numbering system, so it’s easy to remember where you’ve packed everything. See more in the video below.


Learn our hacks with packing cubes in the video above!


We also put together a five-part YouTube series showing the different methods to use packing cubes for travel. This is the secret to packing carry-on only!



What are your top fall winter dresses? Share yours with us in the comments!


For more winter clothing ideas, please read:






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