The 27 Best Stretch Boots For Fall

One 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, one style that has been in heavy rotation in my closet is a great stretch boot. 

Thankfully, this season’s offerings of the popular stretch design not only come in a great variety of heights but there is also an option for just about every personal style as well. I rounded up 32 of the best picks online which include everything from over-the-knee to ankle height to statement thigh-highs—each offers a different take when it comes to heel height, sole thickness, toe shape, and more. My personal favorite? Black over-the-knee boots with a lug sole. Scroll on to discover your own top pick for fall below.