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7 Boot Styles That Go With Everything
These are the 7 boot styles I’ve collected over the last couple of falls, and they go with literally everything. Dresses, skirts, sweaters, all of it. Below is each one, what I look for when I buy a pair, and how I like to wear it.
1. Brown Leather Ankle Boots (Botines)
These are the ones I reach for most. A good pair of brown ankle boots works with almost any outfit, from early fall into spring.
What I look for: a side zipper so they slip on fast, a low block heel, and a cushioned insole for long days.
How I wear them: with a flowy midi skirt and a cardigan.
Shop the ankle boots →ankle boots on Amazon
2. Knee High Boots
Tall boots make a simple dress look more finished. I wear mine with sweater dresses all fall.
What I look for: a full-length zipper, soft suede or smooth leather, and a wide-calf option if regular sizes feel tight.
How I wear them: with a knit sweater dress that ends just above the boot.
Get them here: Knee high boots (wide)
Get them here: Knee-high boots (regular)
3. Western Boots
I was late to the cowboy boot trend, and now I wear mine all the time. Once they’re broken in, they’re really comfortable.
What I look for: a slightly pointed toe, a stacked heel under 2 inches, and leather (real or good faux) that softens with wear.
How I wear them: with a floral maxi dress or a denim skirt.
Get them here: Western boots
4. Rain Boots
For rainy mornings and puddle jumping with the kids.
What I look for: ankle height so they’re easy to pull on, a grippy sole, and a fun color.
Get them here: Rain boots
5. Shearling Boots or Snow Boots
On cold mornings I live in shearling boots like UGGs. They’re warm and easy to slip on. Just keep in mind that classic suede shearling boots aren’t made for slush or deep snow. If you get real snow where you live, a waterproof snow boot is the better pick.
What I look for: a warm lining, a non-slip sole, and “waterproof” in the listing for snow boots.
Get them here: Shearling boot
Get them here: Snow boot
6. Combat Boots
Chunky, comfortable, and easy to move in, which matters when I’m running after my kids at the park.
What I look for: a lug sole for grip, a side zipper, and a lightweight build.
How I wear them: with a floaty skirt and an oversized sweater.
Get them here: Combat boots
7. Heel or Platform Boots
This is my dressier pair, for date nights and special occasions.
What I look for: a block heel or platform instead of a thin heel, and a padded footbed.
How I wear them: with a slip dress and a long coat.
Get them here: Heel boot
Quick Cheat Sheet
| If you need boots for… | Get these |
|---|---|
| Every day | Brown leather ankle boots |
| Dresses and skirts | Knee high boots |
| Casual weekends | Western boots |
| Rainy days | Rain boots |
| Cold mornings and snow | Shearling or snow boots |
| Running around with kids | Combat boots |
| Date night | Heel or platform boots |
Where I’d Start
If you’re starting from scratch, get the brown ankle boots first. They go with the most, and you can add the others over time like I did.
Which style are you adding this fall? Tell me in the comments, and save this to your fall fashion board for later.
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