Womens/Shoes/Boots/Ankle Booties & Tall Boots
Top 10 Riding Boots

The Timeless, Go-With-Anything Boot You Need

The Timeless, Go-With-Anything Boot You Need

Riding boots seem to be one of the few boot trends that have outlasted the fad phase and became a classic silhouette with closet-staple status. More laidback than those of the thigh-high, high-heeled variety, riding boots boast comfort and versatility ideal for everyday wear. From refined equestrian vibes to rugged western styles, we’ve put our algorithm to the test to find the top 10 riding boots in rich black leather and suede. We know fit is most important, so we’ve also made sure to include the best options for the girls who can never find just the right calf circumference. The style-ability is endless, so take your pick of 10 best-selling riding boots that reviewers are raving about. Opening image: shopbop.com

Did you like our 10 Best Riding Boots? Then we think you'll love our 10 Best Tall Boots, too!

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November 6, 2019

Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.

The Rankings

Söfft Sharnell II Waterproof Knee High Bootnordstrom.com

Söfft Sharnell II Waterproof Knee High Boot

Our Score

LOVED FOR: The vintage-inspired lace-back detail and waterproof exterior

USERS SAID: “Great low-heel boot. Very comfortable! The lace-up back allows you to adjust the calf width. I have small calves so this is perfect!”

Cole Haan Rockland Boot

Our Score

STYLE WITH: A cozy scarf, PSL, and walk in the park

USERS SAID: "These boots are the best item I've purchased all year! You cannot beat the quality and comfort of Cole Haan. They are slimming and go with practically any outfit. Whoever designed these boots got it right. They are my new 'go-to-boot'!"

Cole Haan Galina Boot

Our Score

LOVED FOR: The comfortable fit around the calf

USERS SAID: “Well these are absolutely gorgeous boots, very refined and high quality. For you girls who have slender calves and don't want bat-wing boot tops, THESE ARE FOR YOU!”

MICHAEL Michael Kors Bromley Riding Boots

Our Score

BEST FOR: Those seeking a narrow fit and stretch-calf design

HELPFUL TIP: Size up one size for the best fit

Frye Jayden Button Tall Riding Boot

Our Score

LOVED FOR: The stacked leather heel, narrow calf, rounded toe, and double pull tabs

BEST FOR: Your quintessential riding boot *swoon*

Frye Melissa Button 2 Knee High Boot

Our Score

WHY YOU NEED IT: Our favorite equestrian-inspired boot in a slim-fitting silhouette made to last 

HELPFUL TIP: Users recommend sizing up one width size if you're in between sizes for the best fit

Style & Co. Madixe Riding Boots

Our Score

WHAT THEY DO: These boots feature a patented weatherproofing treatment guaranteed to keep your feet warm and dry in the worst of weather. 

USERS SAID: “I love that this shoe can be worn in the rain/snow, but doesn't look like a cold weather or rain boot. So sleek and comfortable—well worth the money!”

Dream Pairs Knee High Hidden Wedge Boot

Our Score

WHAT IT DOES: Gives you a secret boost in height with the hidden wedge

ABOUT THE BRAND: “Taking style inspiration from what’s hitting the runways to the latest street style, Dream Pairs aims to create the most covetable, comfortable, fashionable, and stylish footwear designs."

Stuart Weitzman 5050 Boot

Our Score

WHY YOU NEED IT: A bold over-the-knee boot belongs in every closet, for days when you need to stand out

STYLE WITH: A luxe cashmere sweater and a pair of skinny jeans

Sam Edelman Penny Boot

Our Score

BEST FOR: A perfectly broken-in boot that is also available in wide-calf sizes

LOVED FOR: The distressed coin button details, super soft imported leather, and asymmetrical topline

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