The Ultimate Guide to the 50 Best Boots for Fall
Some call it “back to school” season, but around here, it’s more like “back to boot.” As an homage to our favorite fall footwear, we’ve rounded up the best 50 pairs from ankle to sock to western and every style in between, so you can live your best, most fashion-forward autumn to date.
Lasso up a pair of booties in one of this season’s hottest styles.
Vince Camuto ($150)
These will go perfectly with your favorite LBD.
Marc Jacobs ($450)
The texture makes them stand out from the sea of matte black.
Dune London ($236)
In the words of Ted Mosby, “Pulling. Them. Off.”
Sam Edelman ($160)
Versatile Sock Boots
Yank ‘em up and tie the back drawstring, or let them slouch for a trendy ‘80s vibe.
An OTK Sock Boot
The buckle across the front makes for a subtle but interesting twist on the sleek tall boot.
Marc Fisher LTD ($240)
As comfortable as they are stylish.
Sigerson Morrison ($395)
Proof than gingham can transcend all seasons.
Sol Sana ($185)
Just try not to strut in a pair of power booties like these.
Leopard is trending big for fall 2018. Get in on the ground floor with some purr-fect ankle boots. (Sorry, we had to.)
Tory Burch ($448)
If you’re worried about looking like you’re in costume while wearing cowboy boots, opt for a black pair instead of classic brown. They’re much more versatile and a little less obvious.
A neutral pair of riding boots is a seasonal staple.
An Unexpected Heel
Oddly shaped heel details are another big trend for fall, and this Stuart Weitzman pair hits the nail on the head.
Stuart Weitzman ($598)
A Touch of Pink
The perfect nod to millennial pink, without going overboard.
How city girls do the western trend.
Charles & Keith ($79)
Wear them with jeans to brunch and a cool black jumpsuit for a night out.
Louise et Cie ($150)
Low-Heeled Over The Knee
You can walk all over town in these lovelies without any high-heel pain.
Steve Madden ($130)
Chic office booties? Check.
Dolce Vita ($150)
Trust us, these cushioned Dr. Scholl’s booties are just as comfortable as you hope they’ll be.
Dr. Scholl’s ($100)
Avoid wearing them with head-to-toe denim lest you get confused for Calamity Jane.
A wintery take on the classic style.
Charles by Charles David ($100)
The deep burgundy color looks chic without losing any of the edge.
Dr. Martens ($140)
Leopard Block Heel
This print is a neutral, after all.
Dune London ($146)
High-Shine Faux Leather
Turns out your shoes can shimmer and shine without a single sequin, rhinestone or gem embellishment.
Warning: Uncontrollable desires to kick up your feet and watch that fringe fly may occur.
Rebecca Minkoff ($195)
The coolest rainboots you ever did see.
We’re 100 percent in love with this unexpected pairing of a mod ‘60s silhouette and moody leopard.
The wooden kitten heel prevents this relaxed style anything but sloppy.
Style Tip: Wear these with a printed sock that can peek through the buckle gaps.
ASOS Wide Fit ($95)
Yes, you read that right. These beauties are safe to wear through rain, sleet and snow.
La Canadienne ($498)
A full 360 degrees of fabulous.
Nine West ($126)
Subtle Geometric Detail
The heel may be high, but the wide base means you can walk in these boots all day long.
Kendall and Kylie ($150)
Terrified of scuffing up a pair of plain white booties? Give this embossed pair a try—the croc detail will wear more gently than totally smooth leather.
Loeffler Randall ($450)
Your favorite sandal style in boot-form.
Very Volatile ($90)
Texture-blocking, if you will.
Perfect for giving your legs some warmth and coverage when you wear your favorite floral mini.
Stuart Weitzman ($798)
Funky Silver Heel
Take a break from your everyday black, brown and beige and slip into something a little more interesting, like bright blue and silver.
Where cowboy meets rockstar.
Anine Bing ($699)
Equally fabulous with jeans as they are with floral dresses.
See by Chloe ($415)
The tie at the back means they’ll adjust to fit your thigh perfectly.
For the gal who wants to nod to the hiking boot trend without getting too literal.
Unfurl the shaft to transform these into mid-calf boots.
Trust us, you’ll soon be seeing this scaly print much more often come Labor Day.
Dolce Vita ($150)
Get ready to catch compliments each and every time you break them out of the closet.
These are basically just über-cool slippers that are socially acceptable to wear all over town.
UGG Australia ($170)
You know that friend who lives in her jeans day in and day out? Send her this link and she’ll love you forever.
Charles & Keith ($69)
Consider keeping baby wipes on hand to touch up these beauties throughout the day.
Get the Monica Geller look without any hint of the excruciating pain.
The slim fit means you get a Goldilocks-level slouch; not too little, not too much, just the perfect amount.
Marc Fisher LTD ($239)
Gold Cylinder Heel
Oh, you thought these were just your average beige bootie? Think again.