I love having a few high-quality, warm and versatile shoes in my closet for each season. Here are my go-to favorite shoes for winter!
We’re in full blown winter weather in St. Louis, and it’s COLD. These are my go-to winter shoes for dressing up or dressing more casually.
All of these are essential winter shoes from my closet that get tons of use during the colder months.
Favorite Shoes for Winter
1. Black Chelsea Boots
- These have been my go-to cold weather shoes for the last three winters. This specific pair is out of stock in black (thankfully thousands of you grabbed them over the past few years), but if you find them in your size, get your normal size. They’re stiff at first, but they break in after a few wears. Since they’re sold out right now, there are a few similar options out there that are similar!
- Thursday Chelsea Boots
- Blondo Chelsea Boots
- Nordstrom Chelsea Boots (these are the new version of the ones I have – they’re fantastic but also sold out right now)
SIMILAR TRENCH COAT | SIMILAR STRIPED TEE (a favorite navy and white option HERE) | EVERLANE WASHED BLACK JEAN (wearing my normal size 26) | MADEWELL BASEBALL HAT | SIMILAR BLACK CHELSEA BOOTS | GUCCI BLACK CROSSBODY BAG (budget friendly option HERE) | SIMILAR TRIPLE HOOP EARRING
2. Lace Up Sherpa Boots
- I bought these a few years ago from DSW, but these ones are almost identical. They are cozy and cute with leggings or skinny jeans or wide leg jeans, and add a fun pop to any outfit. Plus the shearling tongue makes them nice and warm. I styled them a few other ways here!
MADEWELL JEANS (wearing size 25, size down) | PUMIEY BODYSUIT (wearing size small) | SIMILAR SHEARLING LINED LACEUP BOOTS | SIMILAR CORDUROY PUFFER COAT (another similar HERE)
3. Tan Chelsea Boots
- These are the same boot as the black Chelsea boots I’ve had for years. I finally bought them in tan, and although they definitely get dirty more easily, and are suede instead of pebbled leather, I really love having a lighter color version to wear with those lighter colored outfits in the winter. These are true to size.
QUINCE SWEATER (wearing size small) | ARITZIA COAT (wearing size XS) | SIMILAR WHITE STRAIGHT LEG JEANS | TAN CHELSEA BOOTS (limited sizes available, another option HERE) | TAN AMERICAN EAGLE BASEBALL HAT | GOLD TRIPLE HOOP EARRINGS
4. Comme de Garcon High Top Sneakers
- I bought these shoes last year and honestly wasn’t sure if I’d keep them or not. I’m SHOCKED at how much wear they’ve gotten, and especially since I moved to a colder state. They’re great for keeping my ankles warm with a casual shoe, and they work with all styles of jeans and pants and leggings. You can see me style them with other jeans here. I’m wearing my true size!
MOUNTAIN MOVERZ SWEATSHIRT | ZELLA LEGGINGS | CONVERSE SNEAKERS (budget friendly version HERE) | ARITZIA COAT (on sale, budget friendly version HERE and HERE)
5. Rich Brown Heeled Booties
- I’ve had these boots for over a year, but they’re just now getting more and more year. They’re a nice skinny ankle boot, and the heel makes them really great for wearing to church or when I’m dressing up. They take a little time to break in, but they’re comfortable and true to size! Mine are a few seasons old so this exact color isn’t available, but this is the same boot.
NORDSTROM RELAXED FIT BLAZER | SIMILAR STRIPED TEE (a favorite navy and white option HERE) | EVERLANE WASHED BLACK JEAN | SIMILAR CHOCOLATE BROWN ANKLE BOOTS | SEZANE HANDBAG (budget friendly option HERE) | SIMILAR TRIPLE HOOP EARRINGS
If you’re in need of good shoes for winter, all of these are great choices.
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I can vouch for the Miller 2 Chelsea boots from Nordstrom! 5 stars. I bought them a couple of weeks ago and love them! The shaft is the right height for most of my jeans. Ordered a half size up so I can wear them with my wool socks.
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