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Stephanie Hope

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3 Ways to Wear Skirts in the Fall

October 8, 2019 By Stephanie Hope No Comments

If you live anywhere in the North, it’s already starting to get cold. I checked the weather this upcoming week, and it’s already only in the 50s for the highs. It’s time to put away the tank tops and skirts. Or is it? Despite the fact that it’s probably frowned upon by anyone who lives in New England, I wear skirts all year. Yes, even in the Winter. Today I’m going to show you 3 ways to wear skirts in the Fall. It’s actually really simple.

3 Ways to Wear Skirts in the Fall

There’s obviously so many different ways to wear skirts in the Fall, and even in the Winter. However, I want to talk about the three methods I use to keep myself warm while still being stylish. At least until it’s cold enough to freeze my organs.

1. Sweaters

Ways to Wear Skirts in the Fall

Ways to Wear Skirts in the Fall

My first tip to you for wearing skirts in the Fall is to pair them with a cozy sweater. Who needs warm legs when you’ve got warm arms?! If it still isn’t too cold out, sheer tights will work just fine. I personally notice that my legs don’t get cold very easily, so I’m able to get away with wearing tights most of the season without wanting to die.

When wearing a sweater with your skirt, tuck the sweater in. When it’s completely tucked, pull some of the fabric out around the waistband of the skirt to create a slouchier look. I paired this sweater with a removable peter pan collar. I got mine here.

Pair with a simple loafer and a cross body bag and you’re ready to go!

Recreate This Look

Like this post so far? Check out: 10 Cute Fall Boots You Absolutely Need

2. Layering

Ways to Wear Skirts in the Fall

One of the most obvious and important tips to wearing skirts in the Fall is layers. Layers will be your best friend. The “skirt” I’m wearing in this outfit is actually a dress! I know, I cheated. However, I think this is a great way to show layering and still have the illusion of it being a skirt. For this look, I paired this adorable burnt orange dress with a warm, chunky sweater. I added another removable collar from the same company and I’m obsessed with this one. It’s such a novelty for the season and so worth the money. You can get it here.


Instead of tights, for this look I decided to wear knee high socks. This is another ideal way to stay warm in the Fall. Socks are much warmer than sheer rights, I do have to say. If you’re extra cold, one of my tips is to wear socks over your tights for some extra added warmth. Finished the look with a Modcloth cross body bag, and thrifted Mary Jane heels.

Recreate This Look

Looking for more shopping? Check out this guide: 13 Simple & Cheap Gift Ideas for Friends

3. Socks

Ways to Wear Skirts in the Fall

Ways to Wear Skirts in the Fall

Going back to the point I made earlier, socks are your friends this season. I’m really only saying these because I’m a sock fiend. The amount of socks I own is alarming. In the Fall (and even Winter) socks will be your friend. You can wear them with tall boots for extra warmth, or with a skirt the way I am in this outfit. I went with an over-the-knee cat sock to go with the season and it’s just so cute.

Style the outfit with a warm flannel shirt! If you’re still too cold, feel free to wear a long sleeve shirt underneath the flannel for some more layers. Paired this look with a cross body bag and loafers. Such a cute Fall look.

Recreate This Look

What are some other tips you have for someone who wants to wear skirts in the Fall? Let us know in the comments or DM me on Instagram! *This post contains affiliate links. This means I will receive a small commission with every purchase at no additional cost to you. This is just a great way to show your support for my work! Thank you!

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Filed Under: Beauty, Beauty 2, Style Tagged With: fall outfit ideas

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I'm a lifestyle blogger and writer focusing on fashion, food, and home decor! When I'm not blogging, I'm either reading, eating, or playing the Sims.

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enjoying the sunshine today with selena and papa 💕 how’s the weather by you? we’re finally getting some warm days this week and i’m so excited! #cozyliving #motherhood #theberkshires
autumn will always be the best season and i can’ autumn will always be the best season and i can’t wait to share it with selena this year! 💕 who else is excited for all the fashion, decor, and yummy treats?? #cozyliving #fallvibes #autumn
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it’s friday, friday—gotta take Selena shopping it’s friday, friday—gotta take Selena shopping on fridaaay. 💕
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