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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

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: Quince | Sizes XS-XL

Quince Sweater Midi Winter Long Skirts

Skirts in winter and fall make nice outfit choices when paired with blouses and cozy sweaters, and this 100% cashmere sweater skirt from Quince should be on rotation for travel or at home! With a rib detailing throughout 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, “Didn’t expect to like this nearly as much as I do. Comfortable, versatile, warm. Looks just as good with sneakers as boots. Also bought a crop tank, a really cute outfit.”

Shop: Eileen Fisher | Sizes XXS-3X

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.”

Here’s the best merino wool clothing for women!

Shop: Gap
Sizes: XXS-XXL Regular | S-XXL Tall | XS-L Petite

Gap Women’s Stretch Winter Pencil Skirt

The Gap CashSoft Stretch Midi Skirt blends elegance with ease, perfect for travelers who value both comfort and polish. Its ultra-soft, cashmere-like knit feels luxurious yet lightweight, keeping you cozy on chilly train rides through Paris or evenings in Kyoto.

The stretchy fabric resists wrinkles and moves beautifully, while the midi silhouette flatters every figure. Effortless to dress up or down, it pairs seamlessly with boots and a slim turtleneck for a chic minimalist winter travel outfit.

Shop: Boden
Sizes: 0-22 Regular | 0-12 Petite | 2-22 Long

Boden Merino Wool Winter Short Skirts

In fall and winter skirt fashion, this toasty Boden piece is a winner, with a self fabric buckle at waist and made of soft, recycled 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, “Beautiful kilt. Got a lovely chunky knit to wear with it and flat boots. My winter go-to this year.” Packable and easy to wear, you can’t go wrong with this!

Shop: Nordstrom | Sizes XXS-XXL

Nordstrom A-Line Winter Long Skirt

This stylish midi skirt from Nordstrom offers both warmth and elegance perfect for cooler weather. Crafted from a soft knit blend, the A-line silhouette provides generous coverage while skimming gracefully over your shape. The pull-on waistband ensures comfort without the fuss of buttons or zippers, making it ideal for travel or relaxed winter days.

Pair it with tights, ankle boots or knee-high boots, and a fitted turtleneck or long-sleeve blouse for a polished cold-weather look. Available in timeless neutrals and rich tones, this skirt delivers versatile style from casual to more dressed-up occasions.

Can’t wear merino wool? Here are the best alternatives!

Shop: J.Crew | Sizes 00-24

J. Crew Pencil Skirt Winter (Regular Sizes)

This brand is super popular with TFG readers for making comfy AND cute clothes! This knee-length pencil skirt from J. Crew has a slightly polished look and soft feel. Made of Italian bi-stretch wool blend, 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.

One wearer mentions, “A thinner wool knit than I expected, but it has some stretch and looks great!”

Shop: Old Navy
Sizes: XS-4X Regular | S-XL Tall | XS-L Petite

Old Navy Plus Size Midi Winter Skirt

Effortlessly comfortable and surprisingly versatile, the Old Navy Cozy Knit Midi Skirt is a travel staple for any winter capsule wardrobe. The soft, stretchy knit moves with you, whether you’re exploring festive markets in Vienna or settling in for a long-haul flight.

Its midi length adds warmth, while the pull-on waistband keeps things simple and comfortable. Pair it with a chunky sweater and boots for an easy, polished look that works day to night.

Shop: Smartwool | Sizes: XS-XL

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.

These are the best merino wool sweaters, according to our readers!

Shop: Talbots
Sizes: XS-XL Regular | S-XL Petite | 1X-3X Plus | 1X-3X Petite Plus

Talbots Cable Knit Winter Midi Skirt

Chic yet cozy, the Talbots Mixed Cable Knit Midi Skirt brings classic winter style to your travel wardrobe. Its soft knit texture feels warm without bulk, making it ideal for layering with tights and ankle boots on brisk days in London or Montreal.

The midi length offers polish and coverage, while the stretchy waistband keeps you comfortable during long flights or train rides. Effortlessly packable, this versatile skirt transitions from daytime sightseeing to elegant dinners with ease.

Shop: Eloquii | Sizes 14-32

Eloquii Maxi 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.

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!

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

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.

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!

If you want to learn how to use packing cubes, watch 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:

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10 Comfortable Winter Skirts for Women