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!
There may be times during the colder season that you may want the option to wear a skirt, not just pants. Check out these top-rated warm skirts for winter that are cozy but not too bulky—perfect for layering!
Best Winter Skirt for Women
Table Of Contents
While pants are an obvious choice during the colder months, there are skirts that can keep you warm when you’re on a trip when it’s cold or rainy, but the key is to layer. Try a pair of tights or leggings, some merino wool socks, and a good pair of boots, and you may discover how versatile a skirt in winter can be.
As for not feeling or looking bulky, lightweight fabrics such as merino wool, cotton, or nylon blends, and multi-blend materials are packable without overloading your suitcase or your frame. And the awesome thing about wearing a skirt in winter is they can actually transition to early spring when the weather still has the odd chilly day.
Take a look at the most recommended picks for short and long winter skirts for women!
Most Comfortable Womens’ Winter Skirts
Shop Sizes XS-3X: Amazon
Idealsanxun A-line Flare Winter Midi Skirt
This Idealsanxun pleated skirt winter will keep you warmer than a shorter skirt, while the a-line is feminine and versatile. It’s made from a wool blend that provides you with additional warmth during the colder months.
This skirt is very smart-looking and the plaid pattern can pair with a variety of solid-color tops and shoes. One wearer describes it as “warm, good quality, and fits well.” Available in sizes XS-3X and a multitude of other plaids.
Shop Sizes XS-XL: Amazon
Fishers Finery Women’s Stretch Winter Pencil Skirt
Cute winter skirts like this Fishers Finery piece are a nice neutral tone to go with any long-sleeve top or blouse and with a cardigan or blazer on top. It can be dressed up for nighttime festivities or dressed down for daytime casual. It’s a pull-on, so that makes it easier to wear, and there’s some stretch to it, which allows the skirt to move when you do, especially when traveling.
This knee-length skirt is made from a multi-blended fabric that has organic cotton so you know it’s going to be soft. And the pencil silhouette shows off your curves, while the streamlined look adds some sophistication. One wearer says, “Nice quality skirt, soft, and comfortable.” Available in XS-XL sizes and other neutral colors.
Merino wool or silk thermal underwear is the best. Find out why here!
Shop Sizes 14-28: Eloquii
Eloquii Midi Sweater Skirt in Winter (Plus Size)
Fall and winter wardrobes can be interchangeable depending on where you live, and where a voyage may lead you, so this Eloquii pull-on sweater midi skirt is a must-have that can take you from brightly colored leaves in Central Park to a winter wonderland in Germany.
Both the sweater part and the length of the skirt are excellent to keep you warm, and the elastic waistband allows for added comfort. To style it, try a button-down shirt, turtleneck sweater, or tunic top to make the perfect skirt outfit for winter.
One wearer shares, “This one is everything I wanted: a thicker knit, (not suitable for summer in my opinion) slightly fitted, and the color is stunning!” Available in sizes 14-28.
Shop Sizes XXS-5X: Amazon
The Drop Sweater Midi Winter Long Skirts
Skirts in winter and fall make nice outfit choices when paired with blouses and cozy sweaters, and this cotton-blend sweater skirt from The Drop should be on rotation for travel or at home! With a stretchy knit feel and a pull-on waistband, this is a versatile yet sleek item that’s comfy and warm.
This skirt can be worn both casually and dressed up with some cute ankle boots and fun jewelry. One wearer says, “Nice skirt, comfy too! Will be used a lot this coming autumn and winter.” Available in sizes XXS-5X and in other colors.
Shop Sizes 12-34 Plus: Amazon
Woman Within Corduroy Winter Long Skirt (Plus Size)
If you’re looking for long skirts for winter that have good coverage and are cozy, check out this Woman Within corduroy pick. The length of the skirt provides you with warmth which you’d need for colder areas and the cotton is soft with some stretch. Plus, it’s a pull-on without too many fussy buttons.
One wearer shares, “I like wearing this skirt, it keeps my legs warm in cold temperatures, is very comfortable, and fits well.” In terms of a long skirt winter outfit, you can wear this with tights, ankle boots, or knee-high boots, and add a turtleneck or long-sleeve blouse. Comes in sizes 12-34 Plus.
Can’t wear merino wool? Here are the best alternatives!
Shop Sizes 00-24: J.Crew
J. Crew No. 2 Pencil® Skirt Winter (Regular and Petite Sizes)
This brand is super popular with TFG readers for making comfy AND cute clothes! This J. Crew knee-length, pencil skirt has a slightly polished look and soft feel. Made of Italian stretch wool, you’ll look stylish while simultaneously feeling comfortable.
Wearing a neutral-colored pencil skirt in winter and in the fall like this one will give you versatile options. You can create casual looks with a tunic and flats or ankle boots, or go full-on chic with a nice long-sleeve top or sweater and a pair of long boots.
Shop Sizes XS-XL: Smartwool
Smartwool Smartloft Merino Wool Short Winter Skirt
These quilted short winter skirts from Smartwool are both water and wind-resistant and they’re made specifically to keep you warm during your travels with a merino wool blend insulation. It features a side zipper and a hidden pocket in your waistband to store your essentials.
This is a great accompaniment to a nice sweater, thermals, or cardigan. It also pairs well with some tights or leggings. Many wearers stress how it keeps their tush warm, so this is ideal for sportier outdoor pursuits or just straight casual wear. Available in sizes XS-XL.
These are the best merino wool sweaters, according to our readers!
Royal Robbins All-Season Merino Wool Winter Short Skirts
In fall and winter skirt fashion, this toasty Royal Robbins piece is a winner, with an elastic waist and made of soft, lightweight merino wool so it won’t retain odors and will draw away moisture as your body heats up so you don’t suffer from the “shivers”.
One wearer recommends how to wear it, saying, “This skirt is very comfortable and cozy and warm for winter. Pairs well with leggings. I’m sensitive to wool, but have had no issues with this skirt.” Packable and easy to wear, you can’t go wrong with this! Available in sizes XS-XL and in other colors.
Shop Sizes XXS-3X: Eileen Fisher
Eileen Fisher Merino Wool Pencil Skirts Winter
When looking for a skirt in winter or fall the best thing to choose is merino wool due to its odor-fighting abilities and warmth factor. And this lovely Eileen Fisher skirt is just that, made of merino wool and totally cozy! It’s perfect for layering on your top half and adding a pair of tights.
The neutral color can match anything, and because it’s knee-length, it goes well with a pair of ankle boots or knee-high boots for a more sassy look. One wearer shares, “Beautiful wool skirt, soft, not heavy, and not itchy.” Available in sizes XXS-3X.
Here’s the best merino wool clothing for women!
Winter Skirt Outfit and Skirts Comparison Chart
|BRAND | MODEL
|FEATURES | REVIEWS
|RATING | PRICE
|Idealsanxun A-line Flare Winter Midi Skirt
|“Warm, good quality, and fits well.”
|Fishers Finery Women's Stretch Winter Pencil Skirt
|“Nice quality skirt, soft, and comfortable.”
|Eloquii Midi Sweater Skirt in Winter (Plus Size)
|“This one is everything I wanted: a thicker knit, slightly fitted, and the color is stunning!”
|The Drop Sweater Midi Winter Long Skirts
|“Nice skirt, comfy too! Will be used a lot this coming autumn and winter.”
|Woman Within Corduroy Winter Long Skirt
|“I like wearing this skirt, it kept my legs warm in cold temperatures, is very comfortable, and fits well.”
|J. Crew No. 2 Pencil® Skirt Winter (Regular and Petite Sizes)
|“Perfectly fitted, runs true to size and is a must for your closet. You won’t be sorry!”
|Smartwool Smartloft Merino Wool Short Winter Skirt
|It features a side zipper and a hidden pocket in your waistband to store your essentials.
|Royal Robbins All-Season Merino Wool Winter Short Skirts
|“This skirt is very comfortable and cozy and warm for winter. Pairs well with leggings. I’m sensitive to wool, but have had no issues with this skirt.”
|Eileen Fisher Merino Wool Pencil Skirts Winter
|“Beautiful wool skirt, soft, not heavy, and not itchy.”
How To Wear Skirts in Winter?
When coordinating your winter skirt outfits, these items can create cozy looks and not leave you feeling bulky:
- A button-down top with a blazer or stylish denim jacket.
- A cardigan with long-sleeve thermal shirt or thermal leggings underneath.
- A merino wool sweater, or even non merino wool sweaters. And you could also use a tee to layer underneath, for a little more warmth!
- Fleece leggings or tights underneath.
- For a heavier jacket, try a waterproof trench coat for the fall or a packable down jacket for the winter.
- A pair of knee-high, Chelsea, or ankle boots for added warmth and style!
Depending on the shoes, don’t forget a thick pair of socks to keep your feet toasty too!
How to Pack Cold Weather Skirts
If you’re ready to tackle some chilly weather for a trip with some warm winter skirts 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 some of your favorite ladies winter skirts? Share your picks 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?
- The Best Thermal Underwear for Women: Stay Warm in Winter with these Tops and Leggings
LIKE THIS POST? PIN THIS PIC TO SAVE IT!
We hope you liked this post on the most comfy and cute skirts for winter. Please share with your friends on Facebook, Twitter, and Pinterest. Thanks for reading!