Shopping

The Best Riding Boots To Add to Your Collection This Fall

Shop the trendiest riding boots this season.

milan fashion clothing footwear shoe female girl person teen face high heel
Camille Rowe at Gucci's Spring/Summer 2025 show. Getty Images.

Riding boots have become the undeniable footwear trend of the season, spotted everywhere, from casual street style to runway looks by some of the biggest luxury houses like Gucci's Fall/Winter 2024 collection. Pairing these sleek, versatile boots with everything from jorts to mini skirts, riding boots create effortlessly chic, leg-lengthening ensembles.

As we transition into fall, riding boots are set to stay in the spotlight, but with an autumn-ready twist. Now, you can style them with cozy knee-high flannel socks or sheer tights for added warmth and texture. Riding boots offer the perfect blend of style and practicality, making them an essential piece for your cold-weather wardrobe.

Check out some must-have pairs of riding boots this season. 

Gucci

Gucci is one of the front runners in the riding boot game this season with these gorgeous dark green boots. The boots are topped off with the signature red and green web tab at the back, providing a distinctive brand touch. Designed to stand out in any setting, these boots are both functional and fashion-forward, making them perfect for rainy days or simply adding a pop of color to your fall wardrobe. 

Slim Horsebit Boot, $2,500, Gucci.

boot clothing footwear riding boot shoe
Steve Madden

You've probably seen these Steve Madden riding boots on every It girl's social media and for a good reason. Whether on your Instagram feed or Pinterest board, these boots will elevate any look. Featuring a distressed leather finish, chunky soles, and a slightly rugged design, the Rocky boots add a cool, rebellious touch to any outfit. 

Rocky Brown Distressed Boots, $159, Steve Madden.

riding boots
Sam Edelman

These Sam Edelman riding boots showcase a sleek and timeless design, perfect for adding sophistication to any wardrobe. Crafted from smooth black leather, the boots feature a tall, structured silhouette that hugs the leg for a flattering fit. The classic round toe and low stacked heel offer both style and comfort, making them ideal for all-day wear.

Penny Leather Boot, $200, Sam Edelman. 

riding boots
The Row

These luxury riding boots from The Row exemplify minimalist elegance and timeless design. Crafted from smooth, premium black leather, these boots feature a sleek, streamlined silhouette with a rounded toe for a refined, understated look. The mid-calf height offers a balance between classic equestrian style and modern sophistication.

Nobilis Riding Boot, $2,550, Nordstrom.

riding boots
Ralph Lauren

 These Ralph Lauren riding boots embody classic equestrian style with a touch of luxury. Crafted from smooth black leather, the boots feature a sleek, knee-high silhouette that is both polished and versatile. The standout detail is the signature "RL" logo in gold hardware, placed on the strap that wraps around the ankle, adding a refined and iconic touch to the design.

Brooke Burnished Leather Riding Boot, $275, Ralph Lauren.

riding boots
Miu Miu

These Miu Miu riding boots blend rugged charm with high-fashion detailing. Crafted from rich brown leather, these boots feature a multi-buckle design running along the side, giving them a bold, edgy appeal. The silver hardware adds a touch of industrial flair, while the harness strap detail around the ankle enhances the boots' equestrian-inspired aesthetic.

Buckles Harness Boot, $2,550, Nordstrom. 

riding boots
ASOS

These chunky riding boots offer a fresh, modern twist on the traditional equestrian style. These riding boots feature a bold, oversized sole and a touch of edge and contemporary fashion to the classic riding boot silhouette. The smooth black leather construction, paired with a buckle detail at the top, keeps elements of the original design intact while the thick, platform-like soles make a statement

Ciao Chunky Riding Boots, $189, ASOS. 

riding boots
Vince Camuto

These Vince Camuto riding boots blend rugged charm with timeless style. The boots feature a harness strap around the ankle with silver hardware, adding a touch of equestrian-inspired detail. The double buckle design at the top provides both function and style, giving the boots a modern twist.

Kaydin Knee High Riding Boot, $239, Nordstrom.

riding boots
Ganni

These Ganni riding boots bring a bold and edgy twist to the classic equestrian style. Crafted from smooth black leather, these boots feature a chunky harness strap with silver-tone hardware, including an eye-catching metal ring and buckle detail that gives them a rebellious, statement-making edge.

Black Under-Knee Biker Boots, $444, Ssense.

boot clothing footwear riding boot shoe
Vagabond

These Vagabond riding boots offer a modern take on the classic style with a rugged yet refined appeal. These riding boots feature a rich, weathered look that adds character and texture to the design. The boots have a clean, streamlined silhouette, with minimal embellishments to let the leather's natural beauty shine through.

Eyra Tall Boots, $285, Vagabond.

riding boots
Aldo

These riding boots feature a knee-high silhouette with a clean and minimalist design. The standout detail is the slim strap around the top of the boot, accented by a subtle gold buckle, adding a refined touch without overpowering the overall sleekness of the boot. The round toe and low block heel provide comfort and versatility, making them perfect for both casual and dressy outfits. 

Loreina Boot, $198, Aldo

riding boots

Tags

Recommended posts for you