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Essential Winter Shoes for Women Over 50

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Today, I have a round-up of winter shoes for women over 50 I’ve been finding myself reaching for all winter long! This selection of boots and sneakers has you covered for every activity you have planned this winter, from trekking through the snow, going out with friends, and just hanging out around your house. Keep reading to find out my essential winter shoes for women over 50!

#1 Western Bootie

Western style booties are making an appearance this year, and I have to say that I am a fan. Imagine a classic bootie and a cowboy boot had a baby, and the baby is this adorable pointy toed shoe!

I think the pointed toe on this pair from Sam Edelman elongates my legs. I have been wearing them with jeans throughout the winter, but they would also be cute paired with a maxi skirt or midi dress when the weather is a bit warmer.

#2 Similar to the UGG Wedge Bootie

I’m been loving this cross between a UGG boot and a wedge. They give you the comfort and coziness of a UGG boot but with a little extra style! I grabbed these last year, but unfortunately, this style isn’t available anymore. Luckily, I’ve found a great alternative option and linked that for you.

#3 Snow Boots

If you live in a winter climate with a lot of snow, you need these boots from Land’s End in your closet! The lower part is waterproof, and the upper portion is water resistant, so they can keep your feet dry while you trek through the snow, ice, and rain. I would say all of that makes them essential winter shoes for women over 50!!! They are insulated and sport a foam-cushioned, sherpa-lined footbed for ultimate comfort and warmth! Plus, they are on sale at an amazing price!

You can also grab these boots in black or a chocolate brown/pink combination, but I went for the dark caramel version. Even if you don’t live in a cold climate, they would be perfect for a trip to Aspen, Tahoe, or your favorite winter destination!

#4 UGG Mini Lookalikes

I’ve been wearing UGG boots for years. The mini version is all the rage this season. When I found this similar pair on Amazon, I knew I had to try them. If you’re looking for comfort this season, look no further. They are so warm and cozy, and I feel like I’m getting away with wearing house shoes in public when I have them on.

They are obviously great for wearing around the house, grabbing the mail, and walking the dogs. You can also throw them on to run to the mall, to pick up the grandkids, or to grab a coffee! Pair them with leggings and an oversized hoodie or jeans and your favorite sweater!

#5 Heeled Mule

This pair of wedged mules from Blondo is great for those of you who live in warmer climates throughout the winter. They would also be so cute for fall and in that awkward time in late winter/early spring when it’s too warm for boots and still too cool for sandals.

I’m wearing the cognac suede, but this mule also comes in navy, black, and olive. I would pair them with straight-leg jeans for winter, but they would also be cute with wider-leg cropped jeans in the fall or spring.

#6 Classic Bootie

This next style of shoe is a great go-to bootie that will pair perfectly with my winter uniform… jeans and a cozy sweater! I think they would look adorable with tights and a dress too. This pair from Vionic also comes in black. They are water repellent making them perfect for keeping your feet dry in rainy or snowy weather.

Have you ever tried a pair of Vionic shoes? Since they were founded by a podiatrist, the company really cares about providing ultimate stability, arch support, and cushioning, which I know my aging feet need!

#7 Lug Sole Booties

Okay, these may not be winter shoes for women over 50, but you have to admit, they make quite a statement. These boots are so fun and unique! Lug sole boots have made a comeback, so I thought I would give them a try. I will say this chunky and grippy style of boots is a little out of the box for me, but I’m liking them! I especially like the pearl accents because I think they add a little glam to soften up the tough and edgy look.

The lug sole provides all the traction you need to keep you from slipping and sliding while you’re out exploring this winter. I do think they run a little small, and they are a pull-on style, so be sure to size up!

#8 Knee High Boot

If you’ve been around here for a while, you know that I love knee-high boots! When shopping for a new pair of knee-high boots, I have a few requirements. It’s important that they have plenty of room in the calf and that they don’t sag. The pair I’m wearing in the photos is sold out, so I’ve linked a similar pair for you.

Knee-high boots are super versatile and look great with jeans, leggings, dresses, etc. I think they can really elevate an outfit to make it a little more extra or fancy! I have several pairs with more of a stiletto heel, and the block heel makes these much more comfortable and easier to wear for long periods of time.

#9 Sneaker

Wearing white platform sneakers with jeans or leggings is still all the rage this winter, and I couldn’t be more grateful! If you have aging feet, there’s nothing better than getting to skip the heels and wedges to opt for a cute pair of sneakers. Even better, this pair from P448 has a cushioned insole with arch support!

I have had these for a few weeks now, and I’ve been reaching for them often for running errands! I have been wearing them with sweatshirts for the winter, but they’ll also be cute in the spring and summer.

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Check out these other recent posts you may like:

Shop More of My Favorite Winter Shoes:

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Psalms 42:11

Why, my soul, are you downcast? Why are you disturbed within me? Put your hope in God, for I will yet praise him, my Savior and my God.

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115 Comments

  1. Thank you!!! I love all the ideas

  2. You have great posts! This is no exception. I do have to ask…why is the phone upside down in the pics? I’m sure there’s a reason, but I’m curious about what it is. 😀

    1. Because my legs will look super short otherwise. It helps to keep me proportioned.

  3. Tammy Northrup says:

    i really liked your blog.It is actually the first one in i have read! You kept me interested thru the whole blog.I liked how you showed them.Very clever.Thank you

  4. Margaret Brock says:

    I really like your website 😃

  5. Vionic are the best for your feet. They all are stylist. Great ideas & helps with shopping around. Thanks for sharing.

  6. Xhristine says:

    I am ordering the western boots and the ugh wedge! Thank you for doing my shopping! I love your blogs!!