Stylish & Professional Shoes for Cold Weather


Disclosure: The stylish winter shoes below contain affiliate links, which means we’ll receive a commission if you click on a link. We hope you like our picks – click or tap the titles to shop!

As sad as we are to retire our sandals (for now), we’re also equally looking forward to wearing our favorite fall/winter footwear trends. So if you’re searching for some stylish winter shoes that you can wear to work *and* on the weekends, you’ve come to the right place. Keep scrolling to shop our favorite cold-weather shoes of the moment: chic booties, classic ballet flats, edgy loafers and more. 

1. Bloomingdale’s, Sanctuary Sleek Kitten Heel Ankle Bootie, $179

Whether you’re heading to work, a lunch date or even a holiday party, these chic ankle booties are a solid choice. We’re envisioning them with cropped jeans and a thick sweater!

2. ALDO, Teatro Loafer, $90

Black loafers aren’t just stylish winter shoes — they’re wardrobe staples! Not only are they super comfortable, they also look amazing when dressed up at the office, or with your favorite vintage jeans and a blazer.

3. Bloomingdale’s, Stuart Weitzman Yuliana Block Heel Bootie, $595

One of our favorite things about winter footwear: all the suede options out there! These block heel booties can dress up any ensemble, and thanks to the block heel, you can wear them all day (or night).

4. Bloomingdale’s, Mansur Gavriel Dream Ballet Flat, $395

We can’t round up a list of stylish winter shoes and ignore all of the ballet flats that have been popping up everywhere! Our favorites: these elevated flats from Mansur Gavriel offering a perfect pop of red.

5. ALDO, Stessy2.0 Pump Heel, $98

Looking for a festive shoe that will turn heads? Hint: it’s these gorgeous heels! They’re totally on-trend for the holiday season — just pair them with your favorite tights or cropped denim.

6. Bloomingdale’s, ALLSAINTS Emily Slip On Buckled Loafer Flat, $299

Buckles and lug soles are still having big moments, and these cute slip-ons check both boxes! The best part: they come in two other colors!

7. Bloomingdale’s, Marc Fisher LTD. Yanara Pointed Toe High Heel Bootie, $169

If you’re stocking up on boots for the fall/winter seasons, consider one with a pointed toe. There’s something about this silhouette that instantly elevates any outfit.

8. ALDO, Cristella Ballet Flat, $70

Can’t decide on a color? We hear you — it’s one of the many reasons we’re such huge fans of this classic black/tan ballet flat.

Now that we’ve covered footwear, it’s time to find the right hosiery and socks to complete the look! Shop the must-have socks and tights we’re wearing this season.

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