It’s prime boot-buying season. The temperature is chilly, the weather is unpredictable, and your rotation of outfits is heavy on rich textures. Even when perusing affordable shopping destinations like Zara and H&M, boots tend to fall on the more expensive side of the price spectrum, so any pair you bring home will be an investment meant to hold up for more than a single season and work with dressy and casual looks.
To me, the best boots fall into a few key categories, and I always try to make sure I have at least one of each in my rotation any given season. First, there are the practical everyday boots. Think equestrian-inspired or moto styles. These are sturdy, comfortable, and able to handle my daily commute on the subway. Next up, there are party boots. These are styles with a higher heel pitch and may come in unexpected colors or materials, such as horsehair or silver leather. Next, there are the cozies. This category includes Uggs, hiking boots, and rubber rain galoshes. Lastly, there are booties, which I consider the most versatile option of the bunch.
Once I have each of these categories squared away, I’m a little more open to my whims, perhaps picking up a trendy style for the season ahead or opting for a beloved silhouette in a fun new color or material. Ahead, I’ve collected 31 of my current favorites to help you kick-start your lineup of cute boots.
Platform boots that are made to stand out.
Walk comfortably in these chic boots.
A subtle way to lean into the Western trend.
Sleek ankle boots to try pairing with your work trousers.
You’ll be the life of the party in these platform boots.
Break out these boots for inside activities or days when the weather will allow.
Once you break these in, you’ll never want to take them off.
I’m getting a retro vibe from these, and I’m into it.
These aren’t your average boots. They’re modern and trendy.
Suede may be harder to take care of, but this pair is worth that extra effort.
Bold boots are in, and this pair is an outfit game changer.
Embrace your equestrian style with a pair of riding boots.
These will add a pop of fun to any outfit.
Cozy meets chic.
These chunky boots add edge, no motorcycle required.
If your size is still left in stock, consider yourself lucky.
These sleek boots add a subtle touch of texture to your style.
These suede boots are a soft, slick style for a casual city look.
Texture and print combine to create boots that turn heads.
White boots will always be in style.
I never found heeled boots comfortable till I was introduced to Schutz.
The ankle strap makes all the difference for these sleek boots.
For days with bad weather, these boots are just the thing.
Sleek boots are a wardrobe essential.
Break these boots out for nights on the dance floor.
Comfort meets cool with these collaborative boots.
I love the subtle style of these boots.
Weatherproof but still a style statement.
Everyone needs a sleek pair of simple white booties.
