Women over 50 wearing maxi skirts

Advice For Which Shoes To Wear With Maxi Skirts In Winter

I appreciate each and every share. Thank you!

Amy from our Ageless Style group suggested maxi skirts for our February prompt. With that idea, I had my crew showcase a variety of options of shoes to wear with maxi skirts in winter.

Quote of the day: “Failure is ok. That’s how you learn, no matter what age.” Sheila Johnson

I remember the day that I read someone saying that you should only wear open-toed shoes with maxi skirts and dresses.

Well, I say HOGWASH to that.

There’s just no reason you can’t wear any of your closed-toe shoes with maxi skirts.

For one thing, this makes your maxi skirts more versatile so you can wear them all year long. Secondly, it gives you many more options of footwear choices with your maxis.

The four of us wore a variety of footwear that would work in the colder temperatures.

Whether you’re looking for shoes to wear with maxi skirts in winter or any other inspiration with maxis, I have more content you can read.

Advice on shoes to wear with maxi skirts in winter

Keeping Warm with Maxis In Winter

Even if your maxi skirt is lightweight, there are many ways to stay warm when the temperatures dip.
Here are a couple of ideas:

  • For the top half, make sure you layer, layer, layer
  • On the bottom half, don’t forget you can wear long undies, tights, or even fleece leggings.
  • Your feet can be layered with socks of all lengths.

So let’s explore our options of what shoes to wear with maxi skirts in the winter.

You should definitely sign up for the emails below. Besides the free eBook, my email family gets personal tidbits of what’s going on in my life along with other happenings, sales, information, giveaways, extra photos, and interesting articles.

Woman over 50 with shoes to wear with maxi skirts in winter
Skirt: St. Johns-Goodwill~~Sweater: Walmart~~ Shoes: Keds-Goodwill~~ Earrings: Urban Outfitters ~~Purse: Vintage-Savers

Cathie: Wearing Sneakers with Maxi Skirt

Cathie tends to run hot more often than not, so her option for shoes to wear with maxi skirts in winter was sneakers with no-show socks. She doesn’t mind bare ankles even when it’s chilly outside.

This is one of my favorite looks for Cathie lately. I just ADORE how she mixed prints with the gingham maxi skirt and the heart sweater.

On top of that, if you look closely, her sneakers aren’t just ordinary sneakers. They are pink sparkle ones!!

If you wear sneakers a lot, I think you would benefit from a fun pair.

Woman over 50 with shoes to wear with maxi skirts in winter
Skirt: DIYed from maxi dress~~Vest: Savers~~ Sweater: Sundance-thrifted~~ Turtleneck: Goodwill~~ Shoes: New Bella-won in giveaway~~ Purse: bought in Rome

Jodie: Maxi Skirt & Loafers With Knee Socks

Even though my maxi skirt is lightweight enough to wear in the summer months (as proven when we went to the monastery), I decided to make it work for winter with layers on top and knee socks.

I created a “triple set” (think a twin set with one more layer) with a variety of textural ivory items from my closet. A thin, lacy turtleneck, under the short sleeve, chunky sweater under the faux fur vest.

For those of you who don’t love tights, then knee socks and over-the-knee socks could be the answer. They come in all kinds of materials and colors so you can make them work with any kind of outfit.

My knee socks are a light pink which almost look like my skintone. It enables me to wear the lightweight maxi skirt and loafers yet still stay warm.

Insider tip: Lug sole loafers are modern and a great way to keep your feet warmer since there is much more insulation between the cold ground and your feet.

Woman over 80 shoes to wear with maxi skirts in winter
Skirt: no label-thrifted~~ Jacket: Kasper-thrifted~~Top: Pendletons-Macys~~ Boots: Clarks- Last Chance~~ Earrings: from Japan trip~~ Purse: Value 28-thrifted~~Hat: Estate sale

Charlotte: Ankle Boots Styled With Maxi Skirt

My mom is showcasing how ankle boots work wonderfully as shoes to wear with maxi skirts in the winter. You are keeping your ankles and feet warm while the skirt covers the rest.
You can wear tights or knee socks (or no socks for that matter) depending on how cold it is.

Charlotte wore this same maxi skirt when we were talking about bohemian style for older women. I love how she incorporated a striped top that has the same colors as the embroidery of the skirt.

While most women purchase brown and black booties for the winter, I might suggest that grey could be as versatile and yet somewhat unique.

Insider tip: If you aren’t sure the color of your footwear works, just bookend it with the same color hat to make it look uber-intentional.

There are two versions of grey.
Light grey which is perfect if you tend to wear lighter colors in the winter.
Dark grey which will be a nice change from always wearing black booties and yet will still go with all of your dark items.

Showing tall boots to wear with maxi skirts in winter
Skirt: Magic Garden-online ~~ Sweater: Chicos ~~ Boots: Indigo Road~~ Necklace: thrifted~~ Bracelet: Steinmart ~~ Earrings: ~~ Purse: no label

Lesley: Tall Boots & Long Skirt

Lesley chose a pair of tall boots to wear with her long skirt. This is especially helpful if it’s super cold and your skirt is not ankle length to keep you warm.
She chose tall boots that blended into the color of her skirt so that they weren’t the focus.

And check out that color combination!! The light blue with the copper skirt is truly stunning. Do you remember seeing her wear this skirt with black and leopard recently?

As I say over and over, belts can be good no matter what size or shape. I love how Lesley wears belts with many of her looks even though she calls herself a Zucchini shape.

I’m seeing more and more slouchy boots which are a nice change from tight boots. If you tend to run hot and don’t like things close to your body, this is the style for you.

Ageless Style Group

Welcome to the Ageless Style group. We all have very different styles, so I hope you check out each woman’s post with maxi skirts.
And we don’t all post at the same time, so make sure to check back if their post isn’t up yet.

Ageless style

Amy ~ Amy’s Creative Pursuits
Blog | Instagram | Pinterest | Facebook |
Bo ~ Bo’s Bodacious Blog
Blog / Instagram /Pinterest / Bloglovin’
Joanne ~ My Slice of Life
Jodie ~ Jodie’s Touch of Style
Blog | Instagram | Facebook |
Leslie ~ Once Upon a Time and Happily Ever After
Blog | Instagram | Pinterest | Facebook |
Marsha~ Marsha in the Middle
Blog /Instagram
Mireille ~ Chez Mireille Fashion Travel Mom
Blog | Instagram | Pinterest | Facebook |
Rosemary ~ Distinctly Southern Style
Blog / Instagram / Pinterest / Facebook

Jodie’s Touch of Style is supported by my readers. I partner with affiliate platforms where commission may be earned based on your purchases. If you decide to buy anything I’ve promoted, I appreciate you using my link. These links help bloggers like me to fund the content that we provide, plus it tells companies that blogging marketing works. Thank you for your ongoing support.

Shoes to wear with maxi skirts in winter

Photo credit: Rob Filogomo

Thank you

If you’ve enjoyed this, I hope you will look around the site and…

  • find out more about the blog here. Including behind-the-scenes of our relationship here.
  • you can see all the categories of past posts here
  • feel free to use any discounts or deals that I share here.
  • make sure to sign up for emails to enjoy fun features in every email PLUS get my recent eBook here.
  • follow me on InstagramFacebookYouTube, and Pinterest.
  • and if you ever want to reach out or have any requests, feel free to email me at JTouchofStyle@gmail.com

If you enjoyed any of this information, I would appreciate it if you would share, share and share wherever you can!! You can do this by saving an image to your Pinterest board or sharing this post on Facebook. Or send this post to your friends, and make sure they sign up for the emails.

My Goal

Thank you for visiting my space on the internet. I like to showcase how it’s never too late to look great for women of any age, size, or working with any kind of budget.
I feel I’m here to help move beyond the fashion rules of yesterday and evolve. Style and clothes are made to give you joy. Not cause us stress because we are worried about what others think.

My hope is that you get ideas and inspiration from Charlotte, Lesley, and myself. It’s not about copying what we wear, but about using what you already have and updating items along the way.
Most of all it’s getting us to think differently and dare I say, have fun.

Welcome to Jodie’s Touch of Style. I’m here to prove that it’s never too late to look great. Clothing and style are meant to showcase your inner personality. So let’s have fun and try new things.

It’s not just about me on this blog, but also my mother and friend. We get to showcase not only different decades of life but also different body shapes and unique personal styles.

You are invited to the Inlinkz link party!

Click here to enter
Scroll to Top