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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
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 two gorgeous colors.
Smartwool Diamond Peak Quilted Short Winter Dresses
When you come across so many cute winter dresses, it’s hard to pick the right one. This Smartwool raglan-style dress is cozy and could be your “right one”! Made from a merino-polyester blend, It features a quilted front and back with long sleeves which keep you warm and front pockets that are great for storing your small 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 boots of your choice and you’re good to go! Get this in two colors and sizes XS-XL.
Shop Sizes XS-L: Amazon
Woolly Merino Wool Winter Sweater Dress
Merino sweater dresses for winter like this cute Woolly 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, has a hood for more warmth, and long sleeves to cover up your extremities.
You can wear it as a dress with fleece leggings or tights, or wear it as a sweater too—super versatile! One wearer says, “This dress is constructed with quality materials and the stitching on mine appears flawless. The pockets are huge and placed perfectly! So comfy too!” Available in sizes XS-L.
Want more ideas to stay warm? Check out these thermal tops and leggings!
Shop Sizes XS-XL: Amazon
Citizen Cashmere Turtleneck Warm Winter Dresses
Maybe you’re looking for a winter work dress or more casual winter dresses, this Toad&Co is a flattering beauty can be dressed up or down easily. It features long sleeves, and a slight, loose, knee-length fit, while the center of attention is the cowl-rib neck that adds some additional coziness. Made from cashmere, 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 two colors and XS-XL sizes.
Shop Sizes S-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 S-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!
For a trip to an extremely cold destination, read our post on what clothing to wear in the arctic!
Shop Sizes S-XL: Amazon
Etcyy New Fanew Buttoned Boho Winter Dress
This cute winter dress from Etcyy New is a cashmere blend wrapped in a long-sleeve, pullover-style mini. It also features a cowl neck with front button detail along the bustline, 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.”
Casual dresses like this one are wonderful for when you’re on a plane or you’re seeing the sights, but they can also be jazzed up to enjoy the nightlife. It’s loose-fitting enough but with a slight hug of your curves. The most important part is that it keeps you warm, and that is key. Available in S-XL.
Shop Sizes XXS-3X: J. Crew
J. Crew Collared Merino Wool Long Winter Dresses
This J.Crew winter long dress is made of super soft merino wool and is easy to put on, has a classic polo collar, and flattering fit. One user says, “This dress fits beautifully and narrows at the waist without being tight. It fits like a dream. This is one of my favorite J Crew purchases.”
Merino wool or silk thermal underwear is the best. Find out why here!
Shop Sizes XS-L: 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!
Shop Sizes 1X-3X: Nordstrom
Madewell Merino Wool Plus Size Sweater Dresses Winter
This Madewell winter dress style is described as cozy and flattering, which will be comfortable to wear but it’s also stylish. It’s has a classic polo collar, long sleeves to keep the arms covered and it’s made of soft merino wool so it’ll wick away moisture but keep you warm.
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 1X-3X.
If you’re looking for a sweater, here’s what our readers suggest for the best merino wool sweaters!
Elegant Winter Dresses Comparison Chart
|BRAND | MODEL||FEATURES | REVIEWS||RATING | PRICE|
|Roamans Turtleneck Plus Size Winter Dresses||“I like this dress. It’s beautiful, soft, and presentable for any occasion and every day!”||Check Price|
|Smartwool Diamond Peak Quilted Short Winter Dresses||“A comfortable addition to your weekend trip to the mountains”.||Check Price|
|Woolly Merino Wool Winter Sweater Dress||“This dress is constructed with quality materials and the stitching on mine appears flawless. The pockets are huge and placed perfectly! So comfy too!”||Check Price|
|Citizen Cashmere Turtleneck Warm Winter Dresses||“This dress is exactly what I was looking for”||Check Price|
|Dearlove Long-Sleeve Winter Bodycon Dress||“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.”||Check Price|
|Rocorose Turtleneck Ribbed Winter Midi Dress||“thick enough to keep you warm without being too hot.”||Check Price|
|Etcyy New Fanew Buttoned Boho Winter Dress||“Love, love my dress. it is comfortably above the knee and will be nice with boots.”||Check Price|
|J. Crew Collared Merino Wool Long Winter Dresses||“This dress fits beautifully and narrows at the waist without being tight. It fits like a dream. This is one of my favorite J Crew purchases.”||Check Price|
|Karen Kane A-Line Winter Casual Dresses||“This is the perfect dress—comfortable, flattering, and washable! Some great add-ons include waterproof boots, tights, or leggings.”||Check Price|
|Madewell Merino Wool Plus Size Sweater Dresses Winter||"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."||Check Price|
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:
- 10 Best Merino Wool Sweaters for Women
- Readers Recommend Best Cold Weather Pants for Winter Travel
- What are the Warmest Socks for Winter Travel?
- Best Fleece Lined Leggings for Women: Casual, Sporty, and Dressy Picks
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