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Unless otherwise specified, all sizes in this post are listed in women’s.
1. A pair of slip-on chunky heel ankle boots that will make trudging through yucky weather *way* more bearable. These beauts are stylish, versatile, and have a platform sole, so you won't feel wobbly on your feet if you decide to venture out.
2. Dr. Martens 1460 lace-ups with faux fur lining, aka the *iconic* style that just received a winter-ready upgrade. And these babies are praised by brand loyal reviewers who are making the seasonal swap.
3. Blondo waterproof booties because deceivingly deep puddles have finally met their match. Their secret? An AquaProtect® seal which guards their leather upper — and speaking of a shoe with ~sole~ this one's certainly got it, with the added bonus of nonslip traction!
4. Western-style ankle boots with velvet and snakeskin accents for the swoon-worthy style to get you over any and all of your winter blues. Because in this standout pair, there's no doubt you'll look and feel like a total rock star no matter the season.
5. ~Expensive-looking~ Chelsea boots that come in a range of rich, colorful hues to make the perfect accessory for nights of enjoying mulled wine and hot toddies in a heated yurt with your pod. I'll take one in every shade — thank you, shoe gods!
6. Warm and fuzzy sling back Ugg slippers to complete your WFH winter uniform — these are ideal if your feet are perpetually cold. And if you just look at all the amazing colors these come in, your freezin' toes will be spoilt for choice!
7. A stylish glove boot made from super stretchy, conforms-to-your-feet fabric so your toes feel like they're enveloped in your fave pair of thick, albeit fancy, socks. This *also* means you won't find discomfort in the form of rubbing and/or chafing.
8. The Allbirds everyday sneaker if you need something to comfortably run your errands in. Because bad weather will never get in the way of your productivity ever again, thanks to cozy merino wool and a water repellent shield. The only clouds we forecast are the ones you'll feel like you're walking on.
9. Genuine shearling Marc Fisher hiker boots that are literally *screaming* to be added to cart. Because you simply cannot deny a style that's both fashionable and functional — so if you've been eyeing something like this all season long, this boot is IT.
10. Faux suede wedge booties with a perfectly concealed heel, for the days when you want that added height without the need to feel like you're wearing stilts. You'll feel confident and secure in these from day to night, winter through spring.
11. Square-toe boots soon to be the pièce de résistance of your outdoor wardrobe. Because there's no greater feeling than stepping out in a super trendy, comfy closet staple that can take you through the year and back again. Hello perfect pair for skirts, jeans, and leggings!
12. Adjustable mid-calf booties for a versatile winter shoe that adapts to your style and temperature level. These toasty numbers will look ah-mazing with your denim and loungewear alike.
13. Over-the-knee boots made of smooth and stretchy faux suede to round out your tall boot collection. Might we be right in thinking you're missing a chunky-heeled pair that works as a stylish additional layer for any and all of your bottoms?
14. Slip-on sneakers (in 70+ styles!), the failsafe option when you need to go check the mail, which turns into needing to grab a few things from the store, and now all of a sudden you're at the post office. But hey! At least you slid into in an easy breezy comfortable pair of shoes that took you there and back.
15. Trusty Lucky Brand booties that have a rubber sole and a small, walkable heel, which makes them practical and comfy for everyday wear — even in slippery temps.
16. Leather encrusted booties for the shoes with some serious #drip. These ~gems~ will complement the ice cold weather just as well as every single jean, dress, and skirt outfit you'll be strutting in this season.
17. A unique pair of Ugg boots with all the same qualities as the one's you know and love, just with a waterproof twist. To be completely ~transparent~, you can clearly see the party your feet are about to have with the snuggly faux shearling, plus the outer layer has got you covered so we see no signs of rain on your parade.
18. Gorgeous, supplely soft waterproof leather boots because *these* boots are made for walking [through snow, rain, and sleet] and that's just what they'll do... and one of these days, they might just make their way into your cart! 🎶
19. A winter sneaker boot from the experts in durable outdoor footwear, Sorel. With less bulk than a regular snow shoe, these are a stylish alternative for all-day wear whenever the temps drop to freezing-degrees Fahrenheit.
20. A penny loafer style with an of-the-moment "log sole" — because your shoe collection is calling out for something stylish and sturdy to wear with your statement socks.
21. Brown suede thigh-high boots with a museum-worthy ball drop heel for anyone who's a little extra come the wintertime. Level up that all-black outfit instantly in these simply *stunning* leg warmers.
22. Birkenstock Boston shearling-lined clogs, otherwise known as what your feet considers h-e-a-v-e-n. These are a game-changer for freezing morn's, afternoons, and eve's at home (some reviewers wear these for trips to the outside world, too!). TL;DR these give you all the comfort of classic Birkenstocks made a little more delicious with the toasty, buttery-soft lining.
23. Fuzzy-lined Crocs for anyone who has adopted the aesthetic of full 👏 on 👏 comfort 👏. If you're on the fence about whether to dip your toe into the Croc pool, take the plunge with these because the water (read: lining) is warm as heck.
24. A chic Chelsea rain boot to stomp around in style whenever you're commuting in weather that can only be described as soaking. In these solid shoes, your feet will feel warm, protected, and, most importantly, bone dry — so you can wave ta-ta to that spare pair of socks you usually carry around with you.
25. Stylish and snuggle-worthy hiking boots, because this gorgeous hue will go with just about every pair of pants in your closet, but *especially* with your beloved blue denim. I see an Insta style story graduating to the grid in your near future 🔮.
26. Croc booties that stylishly go a little higher up your calf, so you can get away with wearing your fave pair of culottes and never have to worry about your ankles catching a chill.
27. Steve Madden studded sneakers with soft and fuzzy terry cloth lining if you only live in shoes that don't go much higher than a couple inches above the ground. This star-studded style will zhoosh up those sweats that have been in the heavy rotation since 2020.
28. Chunky heeled lace-up booties with comfy, quilted ankles that take utilitarian chic to new and exciting heights. Because, for you? Pfft. A little snowfall won't get in the way of you strutting on the streets in your heels.
29. Lace up knee-high combat boots made with eco-friendly vegan materials, so you can dress sustainably, on-trend, and feel fully prepared for any unpredictable shift in weather. Your distressed, high-waisted jeans are calling out for their new loyal companions.
30. Vans suede mid-top slip-ons because your fave skate shoes just got a toasty warm upgrade, so *insert happy dance* you don't have to forfeit your go-to style in cooler temps. Plus, these will add a subtle touch of color to your winter 'fit if you favor a more monochromatic look come the colder months.
31. Patent waterproof leather zip-up boots with a thermal sock lining to retain your feet's heat when you're braving the icy elements. These beauties are a staple if you're looking to re-up your black boot selection.
32. Mid-calf utilitarian boots to jumpstart the journey to your dreamy cottagecore aesthetic. Because even if you don't own a farmhouse yet, with these fashion-forward wellies you'll be one step closer to making your fantasy a reality ✨.
33. And a pair of eye-catching Converse Hi sneakers with a platform raised sole and tread to withstand dicey conditions. Reviewers *rave* about the comfort of these elevated sneaks that, once on your feet, are worthy of a million compliments.
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