Riding Boots Are Still Stylish, And You’ll Love Our Favorites

Riding boots may be a very practical and functional shoe essential for some of us, but you’ll be surprised how fashionable and trans-seasonal this shoe actually is. No matter where you live, you need these babies in your shoe collection! They’re great to pack for urban or cold & rainy travel destinations due to the flat, textured sole and their versatility. They are perfect for fall and winter when you bundle up in layers and also for spring and summer paired with floral frocks or shorts. 

riding boot riding boot

riding boot

Opt for classic black and brown shades with simple trims. Gold or silver hardware is always in style, and remember that fit and comfort are very important with riding boots. Something too stiff at the ankles or too tight at the calves are issues you want to avoid completely. Riding boots are also considered investment pieces, so don’t shy away from a splurge because you’ll be reaching for them every single year. Today we’re covering our favorite highly-rated riding boots to make your shopping that much easier!

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riding boots

Tommy Hilfiger Women’s Rowndup Riding Boots


If you’re looking for affordable riding boots in a sleek, black silhouette with a rounded toe and low stacked heel, this Tommy Hilfiger riding boot is a great choice! This pair is super comfortable (not too slim or wide fit) and features a simple buckled trim. Plus, they’re on an amazing sale right now, so snatch these up while you can!

SHOP NOW – $60.23


Cole Haan Cora Riding Boot


For a timeless and classic riding boots silhouette, this Cole Haan Riding Boot is our top choice. It has over 200 positive reviews (a customer favorite indeed) and it features a slight sheen and side zip. I love that this boot is super sleek and simple giving you a chic extension to your outfit without distracting from statement pieces you might be rocking.

SHOP NOW – $169.99

cole haan riding boot


riding boots

Bandolino Nilsa Boot


I’m loving this contemporary take on riding boots in the black colorway! It features a wrap croc-printed ankle strap with a silver buckle on a classic knee-high boot silhouette. The Nilsa Boot is great if you’re looking for a bit of edge that’s still versatile and perfect for everyday wear.

SHOP NOW – $99.99


Clarks Orinoco 2 Waterproof Riding Boot


I’m loving the dual fabrication of the black colorway that adds interest to this sophisticated riding boot. If you’re looking for a durable and waterproof boot, this pair from Clarks is for you. It feels super protective and supportive and has a fleece lining to keep your legs and toes nice and warm!

SHOP NOW – $189.95


riding boots

Sam Edelman Penny Riding Boots


This whiskey pair from Sam Edelman is more statement thanks to its lighter shade of brown but it perfectly embodies the rustic and vintage flair of riding boots. These riding boots feature a back zipper and fastening at the shaft. I recommend pairing these with a pair of dark or black skinnies for a stylish contrast.

SHOP NOW – $190


Sofft Sharnel II Waterproof Knee High Boot


These riding boots are AMAZING! They are unique and statement and feature a back lace-up for a custom fit. I love the vintage appeal of this boot in its stunning dark whiskey leather. They are also a customer favorite!

SHOP NOW – $209.95


riding boots

COS Leather Chunky Sole Knee High Boots


These stunning leather riding boots are ultra stylish and bold. They look and feel luxe and feature an oversized sole, making them a lot more statement and setting them apart from many knee high boots on the market.

SHOP NOW – $390

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One thing’s for sure, riding boots are here to stay! Are you going to add any of our picks to your closet? Let us know in the comments!


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