This season's footwear is so good that we failed at choosing our top five pairs. Confession: We couldn't even narrow it down to our top 10. Instead, after much debate at the Who What Wear offices, we're declaring these the 20 best boot styles for fall. Ready for some fresh action south of your ankles? Prepare yourself: These are the most covetable boots of the new season, conveniently divided up into four major must-know trends.
Related: Fall's Best Footwear Wants You to Relax
Related: The Boot Trend That's Suddenly on Our Radar
Related: These Black Boots Are Anything But Basic
-
Sorry, Sandals—*This* Is the Shoe Trend Chic Girls in Their 20s Are Wearing With Dresses in 2026Let Olivia Rodrigo show you the way.
-
J.Lo Just Wore the Rich Boot Color Trend That Makes Floral Dresses Look Stylish (Not Basic)Spotted in L.A.
-
*Not* Sandals—the Anti-Spring Shoe Trend Every Chic Dresser in Milan Is Wearing With Light-Wash JeansUnexpected but practical.
-
I Spent Months Hunting for the Best Black Ankle Boots—7 I'm Putting My Money BehindThese boots are meant for walking.
-
There's One Shoe Style That Looks Best With Miniskirts, and I Have Visual ProofLook edgy with it.
-
Margot Robbie Just Wore the Game-Day Outfit Every College Student LovesOf course, she looks chic.
-
Not Sneakers, Not Flats—People With Good Style Are Wearing Skirts With This Unexpected Shoe Trend InsteadCool Gen Zers already know this one.
-
Everyone in My Brooklyn Neighborhood Wears Spring Boots—6 Trends I'm Already SeeingCool girls are in on the trends.
