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E! Illustration/ Reformation, Nordstrom
There's no question that boots are the ultimate autumn shoe. The question every year is: what boot style is going to trend this fall. The answer? Riding boots.
That's right, in 2026, we're having a horse girl fall. From a Princess Diana-inspired countryside outfit to Kendall Jenner's equestrian-chic ensembles, you're about to see riding boots all over your fall feed.
- Most Classic Design: Sam Edelman Penny Riding Boot
- Trendy & Comfortable: Dr. Scholl's Women's Joplin Wide Calf Tall Boot
- Designer Riding Boot Deal: Michael Kors Royce Riding Boot (now $135.15, was $375)
The heritage style is defined by a knee-high silhouette, sleek leather uppers, and a (usually) flat heel. Typically seen in rich hues like chocolate brown, deep burgundy, distressed tan, and classic black, riding boots provide a quiet luxury feel that gives "IYKYK" energy.
They complement the skinny jean comeback as much as they do a textured tights and a mini dress combo. Basically, riding boots are the versatile shoe your fall wardrobe is lacking—and you can shop our favorites below.
Michael Kors Royce Riding Boot
Designer boots for 72% off? Yes, please! This zip-up Michael Kors pair is sleek, shiny, and boasts a subtle version of the brand's signature gold logo.
Sam Edelman Penny Riding Boot
These boots are giving equestrian elegance. Tall and streamlined with a round toe, they really channel that, "just came from the barn" feel.
Crown Vintage Feya Boot
Get the Frye look for less with these knee-high boots with a hint of Western flair. Featuring a half-zipper closure, they also come in black.
ASOS DESIGN Callahan Leather Riding Boots
These almond toe leather boots have an asymmetrical leg openings for added interest and a pull-on design for easy on and easy off.
Steve Madden Sady Boot
Buckle accents adorn the base and top of these tall boots, giving them a subtle motorcycle edge. Available in classic brown or black, they're made from soft, rich leather.
Naturalizer Women's Tiernan Knee High Boot
For maximum comfort, opt for these Naturalizer boots with contoured cushioning. Made from textured faux leather, they come complete with straps and buckles.
Dr. Scholl's Women's Joplin Wide Calf Tall Boot
Boasting a short chunky heel for a little bit of height, these square-toe riding boots lined with memory foam cushioning, deliver the comfort Dr. Scholl's is known for. Choose from three colors.
Reformation Frances Knee High Boot
If you're down to splurge, these square toe Reformation boots are the way to go. They feautre sleek, soft leather uppers that looks better with every wear.
Vince Camuto Alesa Knee High Boot
These sleek leather boots with a walkable block heel are a versatile choice you'll wear all season long. Choose from four colors and medium and wide calf options.
Aldo Philippa Boot
With their braid and buckle accent, these boots are designed with Aldo's Pillow Walk technology, a dense foam padding that makes for long-wear comfort.
Adidas' viral ballet sneakers are now on sale at Nordstrom.
How We Choose
The E! Insider Shop editors and writers search the internet to find the best products out there. We interview expert sources, comb through customer reviews, and use our own personal experiences to make shopping easier for our readers.
As an editorial team, we independently create content and determine coverage based on research, reporting and what we think our readers would like to read about. The goal of our content is to provide a service and inform readers who are on the hunt for the latest products to help make their life better. Items are sold by retailer, not E!. Pricing and availability are accurate as of publish time.
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