Essential Winter Shoes for Women Over 50

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Today, I have a round-up of the shoes 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.

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Keep reading to find out my favorite pairs of shoes this winter!

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.

I’m been loving this cross between an UGG boot and a wedge. They give you the comfort and coziness of an 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.

If you live in a winter climate that sees 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. They are insulated and sport a foam cushioned, sherpa lined footbed for ultimate comfort and warmth!

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!

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!

This pair of wedged mules from Blondo are 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 where 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 a straight leg jean for winter, but they would also be cute with a wider leg cropped jean in the fall or spring.

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!

These 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 are 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!

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.

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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Celebrating our best lives at fifty and beyond! 50ismorefun brings you motivational news and stories centered around life, fitness, fashion, money, travel and health for active folks enjoying the second half of lives.