Support TFG by using the links in our articles to shop. We receive a small commission (at no extra cost to you) so we can continue to create helpful free content. We earn from qualifying purchases made to the featured retailers. Thank you, we appreciate your support!

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

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 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 Lands’ End: Sizes XS-XL Regular | 1X-3X Plus

Land’s End Winter Bodycon Dress

Talk about the ideal winter wonderland dress! This Lands’ End Cozy Lofty sweater dress is slightly fitted but still comfy and easy to move around in. The fabric blend is plush and warm, with a quarter-zip mock neck to add extra warmth and a cute, preppy vibe.

One happy wearer says, “It’s well made and hangs well. It has fast become one of my favorite dresses! It looks great with thick tights or leggings and ankle boots, too.” It comes in a few neutral colors and sizes XS-3X.

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 XS-3X: Wool&

Wool& A-Line Winter Casual Dresses

This Wool& Eliza black winter dress is the epitome of lovely with an easy A-line and long sleeves. It’s also cozy, due to the soft, comfy merino wool fabric that drapes beautifully. Ideal for layering with a jacket, it’ll keep you warm for sure!

One reviewer espouses her love for it, “Love the fabric. She’s like a blank canvas to dress up or down as you wish. She feels like a warm hug. I want her in all of the colors!” This dress is great with waterproof boots, tights, or leggings. Comes in sizes XS-3X.

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

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 XXS-XXL: Nordstrom

Nordstrom Long Winter Dresses

This Nordstrom midi winter long dress is a timeless beauty, with a swingy a-line shape and long, drapey sleeves. The ribbed fabric makes it elongating and flattering, while the wool and cashmere blend keeps it toasty warm yet breathable.

A wearer says, “This dress keeps me warm without being bulky and the fit is perfect – not too tight, but still flattering. The skirt has nice movement when I walk. It’s very versatile and dresses up nicely, too!”

Add Chelsea ankle boots and a cozy jacket and you’ll be set for anything! It comes in sizes XXS-XXL.

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

Shop Sizes XS-XL: Quince

Quince Button Up Sweater Dress

This cute winter dress from Quince is made of Lenzing Ecovero and nylon blend in a long-sleeve, button up style. It also features a sealed button-up design and fine-ribbed texture, this streamlined style is cut to flatter without gaping between buttons. One happy purchaser says, “This is so warm and soft and stretchy. VERY comfortable and very flattering.”

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. The soft knit fabric hugs your curves in all the right places. And the most important part is that it’ll keep you warm! Available in XS-XL.

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

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 XXS-XXL: Banana Republic

Banana Republic Sweater Winter Dress

With a wintery, ski-inspired vibe, this Banana Republic cable mini sweater dress is a fun option for staying warm in cooler weather. The fabric keeps it warm yet lightweight and highly breathable! Wearers rave about the cable stitch detailing which offers a classic yet modern look.!

It comes in sizes XXS-XXL.

Shop Sizes 14-32 Plus: Eloquii | Nordstrom

Eloquii Plus Size Winter Dresses

A brand dedicated to diverse and beautiful looking clothes, this Eloquii winter plus size dress features sleeve ties dangling at the neck, adding a feminine touch. And it’s comfy, made of a rayon and poly blend.

Get this in sizes 14-28 Plus and in two colors.

Compass Rose Carryon Size Packing Cubes: Slim Size Cubes | Medium Size 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.

The Compass Rose Packing Cubes are offered in two sizes: slim and medium. The slim size cubes measure 13” x 5” x 2.8”, and the medium size cubes measure 2.8” x 13” x 8.5”. Both fit an international carry-on suitcase. Users say the medium size is great for bulkier items! 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:

LIKE THIS POST? PIN THIS PIC TO SAVE IT!

We hope you liked this post on the best winter wonderland dresses. Please share with your friends on Facebook, Twitter, and Pinterest. Thanks for reading!

12 Best Winter Dresses for Women: Cozy Options for the Cold Season

Winter Dress Ideas

Table Of Contents