Winter is slowly starting to settle in here in Bordeaux, with morning temperatures dipping below 10°C/50°F. I’m gradually bringing out my favorite winter coats and warm, cozy knits. And lately, I’ve been obsessed with… boots! But not just any boots—I’m talking about ones that are both comfortable and chic, perfect for pairing with corduroy pants, jeans, a fine-knit maxi dress, or a short or long skirt. So, if you’re searching for the perfect boots this winter, look no further! You’re sure to find something you love in my selection below ;).
This post is not sponsored. I only share what I truly love. Some links are affiliate, meaning I may earn a small commission at no extra cost to you. Merci!
In case you were wondering (I often get emails from many of you <3 asking for details on what the women in my article photos are wearing), the woman featured in the main photo of this article is wearing a Chanel knit dress and a pair of light beige and black suede high boots :).
1. The Versatile Block-Heel Ankle Boots
Last year, I bought two pairs of Estime ankle boots from Carel Paris. The first was in navy leather with a white toe, quite similar to this black-and-white version. The other was a pair of glossy red patent leather with a small white heart, part of a collaboration with Kelly Rutherford (I think I snagged the last pair ;)!). I’m a huge fan of these shoes—they’re as chic as they are comfortable for everyday wear!
This season, I love this Audrey pair in burgundy and camel patent leather (which I featured in a previous post on chic fall shoes), as well as this suede and mesh version of the Estime boots. They look perfect with straight or wide-leg cropped jeans to show off the beautiful design! Or, if you opt for a pair of low boots with a pointed toe and a bit of an edgy vibe (I’ve had my eye on these Chloé Susanna ankle boots for years!), you can easily style them with a (leather) maxi skirt, as shown in the photo above.
2. Chelsea Boots for a Touch of British Chic
I’ve loved Chelsea boots for years! These quintessentially British shoes were said to have been designed by Queen Victoria’s bootmaker, Mr. J. Sparkes-Hall, back in 1837. I find them to be the perfect alternative to our trusty sneakers, which can sometimes lack a bit of elegance.
For styling, they’re ideally paired with straight or wide-leg jeans or with a long skirt or knit maxi dress and don’t forget to add some higher socks for an extra touch. This season, I’m absolutely in love with these stunning Chelsea boots from Tod’s. And for those seeking the authentic British Chelsea boot, I recommend this Ketsby pair from Church’s.
3. Riding-Style Boots for Rainy Days
Inspired by the iconic Hermès Jumping boots, I’ve loved the knee-high riding boot style for years. They’re both chic and comfortable—perfect for those rainy fall and winter days! You can wear them with straight or wide-leg cropped pants, long skirts, or a knit maxi dress. I also love pairing them with black stirrup leggings, a white shirt, and a long jacket or overcoat.
For me, the two standout pairs this season are these riding-style boots (coming soon—I’ve just signed up for an alert!) and this pair with detachable embellishments, both from Massimo Dutti. Sézane also offers a similar style: the Bridget low boots (which sold out quite quickly, so I recommend setting an alert if you want them!) and Rosaé Paris has the Fabien boots. You’ve got options ;)!
4. Boho-Chic Knee-High Suede Boots
As seen at the recent Paris Fashion Week Spring/Summer 2025, especially at Chanel, this season’s trend is all about knee-high suede boots (which I find absolutely stunning!). This year, Sézane offers some beautiful options at fairly reasonable prices: go for the Molly low boots in mahogany or black suede, or the Anaelle model in an over-the-knee version with heels.
5. Snow Boots for Freezing Temperatures
Finally, my favorite winter shoes, which I love wearing (even in the city!) when temperatures drop below freezing, when it’s snowing, or on a ski vacation: Moon Boots! Pair them with black stirrup leggings, knit leggings, or straight-leg jeans tucked into the boots, or with a cozy knit maxi dress. They’re truly the warmest and most comfortable winter shoes that can still look chic, despite their bulky shape—depending on the style you choose. Personally, I adore the LTrack shearling snow boots from Moon Boots, which add a little boho-chic vibe to a winter outfit.
