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Essential Winter Shoes for Women Over 50

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.

Check out these other recent posts you may like:

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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115 Comments

  1. 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. 😀

  2. 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

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

  4. Hi Tania,
    I can’t wait for cooler weather so I can start to wear booties. I have to watch the heel size so a couple of your choices won’t work for me. But I still love them.

  5. Oh my! I have a closet full of boots, booties, sneakers, and shoes but I still love so many of these! FYI Belk has the lug-sole embellished booties on sale for under $30!!! They are not Karl Lagerfeld, but they are cute! I really need to do a shoe purge to make room for…..more shoes! 😂 I hope you had a marvelous Christmas and are able to visit your son for his birthday! Thanks again for all the great shoe tips and Happy New Year!!

  6. I have plantar fasciitis and had been reading about Vionic shoes. I saw your post and ordered the olive boots. My feet are so happy! Thanks for bringing my attention to them🤍

  7. Tania I’m loving so many of the shoes you featured today! Your pictures look great today, the white rug just made everything pop!

  8. love all the boots and different styles, but especially the western style. you have beautiful style sense and glad you inspire us to dress better and for our age ❤️

  9. Love the Lug boots but out of my comfort zone for sure! Hope you were well enough to travel to TN today! Happy New Year! 🥳

  10. The only thing I like about winter is wearing all my different boots!! I like the ugg wedgie boot that’s lined. They look so cozy and comfortable.

  11. I really love the Ugg like wedge boots and the tennis shoes! I really hope that you feel better soon!! Have a happy Friday!!

  12. Hi Tania! I love all of the booties and booties, especially the Lug Sole Boots (wowza!). I think I’m gonna have to buy those. You always have such great ideas on your blog. I follow two other blogs in addition to yours and yours is by far my favorite. You and I have very similar taste in fashion. Also, I want to comment on how much I love your bedroom furniture….then I realized it’s very similar to mine (LOL).

    Hope you feel better soon. I just got over a cold myself. What really helped me was elderberry syrup twice a day, vitamin C, zinc, and tea with honey.

    Take care!

  13. The boots are great, I have trouble wearing lug soles now, they make my knees ache. Not used to any heels at all since I haven’t anywhere now to wear heeled shoes. I’m eyeing those sneakers now…

  14. Great boots! I love the colors you choose. I hope you feel better
    and get to go celebrate! Thanks for all your examples of makeup, clothes and shoes.
    I have ordered quite a few. Happy New Year!!

  15. First & foremost, I hope that the sore throat is all gone so that you can be in TN! I love the pictures in this post! I have a few pairs of Vionic shoes that do provide all of the support my feet need. My only complaint is that they don’t carry many narrow sizes, which is what I have to have. I appreciate you sharing various price points with us.

    1. These are all really fresh and youthful without looking like you’re trying to hard. I love, love Vince Camuto and Uggs. I have several pairs of most of these styles and the are great. love the way you put your looks together. Very inspirational.

  16. So many great options! I’m a Vionic lover. Even wear their houseshoes. Got myself a new pair as a gift to myself for Christmas. Now I just need to convince myself to take my old ones off my feet and start wearing the new ones. Anyone else do that?

  17. Great selection. I love the zipped sweater, ordering this morning. Hope you feel better and get to see your family. Happy New Year!

  18. I’m always looking for styles that look good and are also comfortable enough to wear on the job. Sneakers aren’t always the look I aspire to but somedays they are the best option. Thanks for posting some alternatives!

  19. The shoes are always the hardest part of the outfit for me. I have had 5 knee surgeries and stand at my job for 4-6hrs at a time. (I’m currently looking for something new!) I appreciate that you have shared a variety of heel heights and options for those of us who can’t (or won’t) wear a heel daily. As always, THANK YOU!

  20. So glad you mentioned wearing booties with leggings- I didn’t see it in the post about leggings and wondered. All cute boots and sneakers!

  21. Hi, Tania. I am a “classic” girl, but I LOVE those lug sole pearl boots! How would you style them with dresses or skirts? Midi or maxi? Tights? Hope you are well.

  22. I love the post on shoes! As I have gotten older my choices have changed to comfort first. I have been wearing Vionic for several years fist starting with their flip flops and now sneakers. I really like the black with the crazy soles.

  23. Love the blog/posting, and very timely. I have similar style shoe/boot for most of what you posted but not the lace up short boot, or the snow boot. I have been searching for a lace up boot, hiker look, and one popped up on my screen this morning, while loving husband is eating his breakfast next to me, he glances over and in a no nonsense voice, says, “you have enough shoes”. LOL, little does he know, until fedex and ups start their deliveries. Have a blessed week and new year. Thanks for all your work and inspiring outfits.

  24. Good selection of boots and shoes. Make sure you get tested for strep throat. My grown son and grandson both have/had it. One of the many things that’s going around. Best wishes in the New Year!!!

  25. Uggs and hunter boots are my favorite go to’s. I love your sweater though, looks so comfy, did u link it anywhere?
    Consider strep, it’s going around…

  26. Vionic is one of my favorite brands as I have high arches and need the support. Taos is another of you haven’t tried them. Happy New Year Tania!! 🥂🥂

  27. Love your selection of your winter footwear ! I almost miss wearing them but since moving to Florida I’m a sandal ,flip flop girl !

  28. Love this post! Shoes are so vital for both the outfit and our feet, thank you!

    Hope you feel better and get to spend time with your family today!

  29. Oh my goodness I do love boots! You look fabulous in all these styles. I love the Sam Edelman so much. I also love the lug sole boots. They are all adorable!

  30. All the shoes look great on you. I live in south texas so no need for winter shoes for long. I’ve had my eye on the P448 for a lonnnggg time. Trying to justify the expense. The baker k lug some shies are adorable!

  31. I had the very same symptoms…sore throat & hoarse……covid test was negative, so I went to the doctor & requested a Strep test & it was positive! I got on antibiotics ASAP and was able to see my family for Christmas!

  32. This makes me think more about wearing my while sneakers in winter. I can’t seem to get into the lug sole trend.

  33. I invested in UGG boots last winter with lug soles. They are even light enough to walk 2 miles everyday in December weather! Highly recommend UGG! Hope you aren’t sick – have a fun weekend and HNY!!!

  34. Sure do like the Blondo heeled mule! Sorry you have had a sore throat. I am finally on the mend from mine. Hoping you get to celebrate your son in person. Have a great day!

  35. Loved this post! Those Cushionaire short boots are darling and would be a welcome addition to my fall/winter collection.

  36. Love your style and every pair🧡. I love reading your posts 😊. BE CAREFUL with your cold or sore throat, it’s been terrible this year with sickness. I have been sick for over a month and my doctor said it hasn’t been this bad since 2013. Take care of yourself Tania and Happy 2023!!!

  37. Great footwear “fashion show”! The Vionic bootie and the black lug sole bootie with pearl accent are my faves. I bought my first pair of Uggs 12 years ago and, even though they have holes in them, I still wear them to walk our dog around the neighborhood or take out the garbage. I purchased a replacement pair 3 years ago and they still look great and are the comfiest boots ever!

  38. Have a Happy New Year!

    I was out shopping after Christmas and the sales are fabulous. See what I bought.
    I love shoes, boots and slippers. I just bought boots, 2 pairs of sneakers, loafers from Talbots and slippers. I am still thinking about buying the other pair boots. My husband is retired, and he said another box came. I was having fun shopping. Love your emails.

        1. Hi Tania,

          Love the sweater also! What size did you get? Also, the Lands End boots… are they comfortable? Great sale price on those!

          1. The boots are comfortable. I’m not sure what size the sweater was. It is oversized, so I might have ordered a small.

  39. Thank you for the great post on boots! I absolutely love boot season and have several pair in my rotation too. But I did need to add a snow boot so I looked at the Land’s End one you showed. They have a code: New year that gives you significant discounts. I paid $37.46 for the Squall insulated snow boot in the Caramel color! I can’t wait to get my new boots because in Minnesota, winter has just begun! Yuck!