The thing I look forward to the most when fall is on the horizon is getting to take my boot collection out of hibernation. Whether with a pretty dress, a chunky sweater, or my favorite jeans, boots are a ubiquitous addition to just about all my fall outfits. For many years, great stretch boots have been on rotation in my closet.
Thankfully, not only do this season’s offerings of the popular stretch design come in a variety of heights, but there is also an option for just about every personal style. I rounded up 32 of the best picks online, which include every height, from over-the-knee to ankle to statement thigh-high, and each offers a different take, whether it's in the form of heel height, sole thickness, toe shape, and more. My favorite? Black over-the-knee boots with a lug sole. Scroll on to discover your own top pick for fall below.
Over-the-Knee Options
I would have never guessed that these over-the-knee boots are under $100.
These are the exact boots Camille Charrière is wearing above.
Suede boots are perfect for fall and winter outfits.
This style would look great with a skirt.
The sculptural heel makes these stand out.
I can see myself wearing these boots for many years to come.
These lug-sole boots are fashion-girl approved.
These are 100% party boots.
A classic.
Knee-High Options
So sleek.
These also come in white and a cool black-and-green option.
Here is a classic take on knee-high stretch boots.
These will brave any weather.
Chocolate-brown boots deserve a moment in the spotlight this season.
These have Scandi girl written all over them.
Square-toe shoes are some of my favorites.
I love the peekaboo blue heel.
A mega platform is on-trend this season.
Ankle Options
I can see these boots with everything from printed dresses to straight-leg jeans.
Effortless boots always have a place in my closet.
I'm a huge fan of creepers, so these are right up my alley.
One reviewer called these "incredibly comfortable and nice looking."
Extremely worth the investment.
These edgy pointed-toe boots are giving me designer vibes.
Here is another great lug-sole option.
Under $50 and super versatile? Yes, please.
I am obsessed with the chunky sole.
Next up: I Swore I Wouldn't Buy Anything New for Fall—7 Outfits With Stuff I Already Own
-
I Live In NYC—These Are the 8 Anti-Trend Fall Pieces That Always Get Me Compliments -
The Sitewide Shopbop Sale Is Here—31 Things I'm Frantically Adding to Cart Before They Sell OutShop it while you can.
-
I'm a Shopping Director—These 40 NewReplica Store Fall Items Get a Yes (Cool and Chic)Stunning jackets, modern sneakers, gorgeous sweaters, and more.
-
Elegant Fashion Is All I Can Think About—38 Fall Items FromReplica Store, Shopbop, and Revolve Currently in My CartSophisticated fall vibes.
-
Everyone in Paris Just Ditched Ankle Boots for This Boot Style That's Way More ElegantAnd super sleek.
-
If Your Vibe Is The Row and Khaite But Your Budget Is Not, Try These 33 Rich-Looking Finds fromReplica Store InsteadThe defining compliment.
-
*Not* Suede Boots: The Rich-Looking Boot Trend Fashion People Everywhere Are Wearing With Jeans and Skirts for Fall 2025You'll want to add a pair to your rotation.
-
Cool-Girl Fall Era Loading—31 Picks From Zara, J.Crew, and Gap That Fit the BillI'm a senior shopping editor and these have my stamp of approval.
