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Trending codes of modern prep are equipping fashion’s beloved horse girl with all of its frills and finery. From tailored barn jackets to silk neck scarves, motifs of countryside living found their stride on the fall 2025 runways. For those keen to embrace the look, if not the actual lifestyle, what better entry point than the linchpin of it all? The leather riding boot.
Vogue’s Favorite Equestrian-Inspired Boots
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Seen across the fall 2025 runways, the riding boot reemerges as both a classic and contemporary style leading the fall boot trends. Think buckled, flat, or stacked heeled variations that blend functionality with refinement–perfect for the city commuter or a jaunty to the countryside. This season is about channeling your inner horse girl—riding lessons not required.
Below, shop the best equestrian-inspired boots of the season and discover exactly how to style them for a look that’s equal parts heritage and modern polish.
The Pleated Trouser and Shearling Jacket
True to the sport’s roots, tuck houndstooth trousers into a pair of leather equestrian boots. Layer on Banana Republic’s shearling lined leather jacket for a nod to Burberry’s styling, then round out with statement making Gucci frames for the perfect mix of heritage and contemporary style.
The Plaid Dress and Brown Accessories
The ultimate country-coded print takes center stage with Polo Ralph Lauren’s plaid midi dress. Ground the look with Brunello Cuncinelli’s riding boots in a rich chocolatey brown, then add a touch of sophistication and structure with Coach’s empire carryall and Nili Lotan’s gold-buckled belt.
The Leather Short and Long Jacket Duo
Riding boots can be the focus, as shown here with mini shorts and a sweep coat. It’s a lesson in proportions that works surprisingly well no matter your tall boot of choice. A satin tie top adds a refinished finish.
The Maxi Skirt With a Pop of Red
Take inspiration from Tory Burch’s fall 2025 runway for the ultimate fall color combo: red and brown. Pair the rich, mocha tones of Tory Burch’s twisted riding boots and Simkhai’s Jamie dress with the vibrant pop of Magda Butrym’s belted jacket and Givenchy’s Nano Voyou bag for a refined blend of equestrian elegance and utilitarian edge.
The Midnight Trench
Does it get more classic than a trench coat and riding boots? We think not. The power pairing gets a modern finish with Jil Sander’s commanding riding boots and Alaïa’s sculptural Le Click bag–a masterclass in enduring style.
The Personality Collar and Culottes
For riding inspiration rooted in Elizabethan elegance, look to Dior’s fall 2025 collection. Style Church’s lace-up riding boots with Loulou de Saison’s culottes and a statement collared shirt for a sharp update. Add flair by fashioning J.Crew’s silk dotted scarf as a necktie.
The Slim Pants and Layered Utility Jackets
Loro Piana takes the preppy riding aesthetic to new heights. Take cues from the collection’s look book and pair Gucci’s Horsebit boots with Banana Republic’s white trousers for a crisp foundation. To channel the modern prep vibe, layer on utility-inspired outerwear–the ideal pairing found in Loro Piana’s khaki shell and Chloé’s buckled vest.
The White Lace Dress and Cinched Belt
For a dose of romance, look to Ralph Lauren’s white lace number for direction. Dôen’s Orelie dress gets a modern upgrade with Khaite’s cinched waist belt and Staud’s sharp riding boots. Finish with Chanel’s Premiére Édition Originale watch–a timeless accent that carries you seamlessly from day-to-night.
