Ariel Winter’s 2013 Farmers Market Look Proves Riding Boots Never Go Out of Style

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Back in February 2013, a then-15-year-old Ariel Winter gave fans a glimpse of her emerging off-duty style at the Studio City Farmers Market.

Dressed in a bright “NERD” sweatshirt, denim shorts, and black buckled riding boots, the Modern Family star perfectly captured the early-2010s mix of hipster and Hollywood casual that defined her teenage fashion era.

Red lipstick and oversized frames gave Ariel Winter’s off-duty outfit a fun, retro edge at the sunny Los Angeles marketRed lipstick and oversized frames gave Ariel Winter’s off-duty outfit a fun, retro edge at the sunny Los Angeles market on February 24, 2013, in Los Angeles (Credit: WENN)

The then-15-year-old actress — who had recently renewed her contract playing the intelligent and sharp-tongued Alex Dunphy on the hit series, “Modern Family” — was with her sister, Shanelle Gray, and niece, Parker, enjoying a wonderful day at the market.

Ariel Winter strolled through the Studio City Farmers Market with her sister Shanelle Gray, embracing relaxed weekend style in sleek black bootsAriel Winter strolled through the Studio City Farmers Market with her sister Shanelle Gray, embracing relaxed weekend style in sleek black boots

The former child actress was vibrant in a bright green sweatshirt that read “NERD” paired with denim shorts.

Ariel Winter wears red lipstick with a graphic green sweatshirt during a farmers' market runAriel Winter wears red lipstick with a graphic green sweatshirt during a farmers’ market run (Credit: WENN)

She accessorized with large dark-framed glasses and eye-popping red lipstick.

The Modern Family star paired her green “NERD” sweatshirt and denim shorts with knee-high riding boots for a playful yet polished farmers-market lookThe Modern Family star paired her green “NERD” sweatshirt and denim shorts with knee-high riding boots for a playful yet polished farmers-market look

The popular actress finished her ensemble with knee-high leather riding boots that featured rounded toes and buckled accents.

Riding Boots: A Timeless Footwear Staple

Before knee-high styles became a celebrity street-style essential, stars like Ariel Winter and Irina Shayk were already showcasing how versatile riding boots could be — blending comfort, polish, and equestrian chic in their off-duty looks. From classic leather silhouettes to modern updates, these YNS features celebrate the enduring appeal of this wardrobe icon.

👢 Explore Celebrity & Style Moments Featuring Riding Boots:

Ariel Winter’s black knee-high riding boots feature rounded toes and silver buckles for an equestrian-inspired finishAriel Winter’s black knee-high riding boots feature rounded toes and silver buckles for an equestrian-inspired finish

More of Ariel Winter’s Best Shoe and Style Moments

As Ariel Winter’s career evolved from child star to confident fashion risk-taker, so did her footwear choices — from casual sneakers and strappy wedges to custom designer heels. Explore some of her most memorable shoe moments featured on Your Next Shoes, showcasing how her evolving style continues to inspire fans and fashion lovers alike.

👠 Explore Ariel Winter’s Shoe & Style Highlights on YNS: