32 Timeless Knee-High Boots to Elevate Your Fall Wardrobe

I love a new trend as much as the next fashion person. There's something alluring about a silhouette you've never tried or a fresh color update. But as we've seen, trends come and go at lightning speed in our current age of algorithms, so I've pared back my participation in recent years in favor of classic styles. I select a trend or two to test out each season that feels aligned with my personal style and keep the rest of my wardrobe relatively timeless.
That's especially true when it comes to boots. Boots are my shoe style of choice during fall and winter, and I think this is a category where classic silhouettes are the wiser investment. I feel like sleek, knee-high boots are the most flattering and versatile, as they can be paired with dresses, skirts, and pants. A good pair of knee-high boots adds instant polish to a fall outfit, so I took it upon myself to curate the most elevated options for the 2024 season. Below are the 32 most fashionable knee-high boots for fall, from classic riding boots to Western-inspired details and rich suede styles.

-
Everyone Cool in New York Is Wearing This New Sneaker Instead of Loafers, Ballet Flats, and Boots
It's the hardest-to-source sneaker in fashion right now.
-
Move Over, Jeans—The Chicest People I Know Are Wearing This Expensive-Looking Pant Trend With Boots
Spotted on Naomi Watts.
-
In London and Lisbon, Fashion People Are Stirring the Pot by Wearing These Anti-Fall Shoes
It's a controversial choice.
-
My Mom's 63, I'm 29, and We Both Love Zara and Madewell—Here Are 33 Pieces We're Both Eyeing RN
They're ageless, timeless, and modern.
-
These Are the Surprising Shoe Trends Gen Z Is Styling With Everyday Outfits for the Rest of 2025
Niche, weird, and unconventional.
-
Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a Jacket
Put these on your shopping list.
-
If You Only Have $200, TheseReplica Store Shoes, Handbags, and Accessories Will Get You Endless Compliments
Everything included is on sale, too.
-
I Just Saved $1200 By Shopping This Viral COS Sweater Instead of Its Designer Reference
Girl math.