When Ariel Winter visited the Studio City Farmers Market on February 24, 2013, she provided a masterclass in the “Hollywood Casual” aesthetic that defined the early 2010s.
Red 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)
While her vibrant “NERD” sweatshirt and bold red lip caught the cameras, it was her choice of footwear—a pair of classic black buckled riding boots—that remains a relevant style reference today.
Ariel Winter strolled through the Studio City Farmers Market with her sister Shanelle Gray, embracing relaxed weekend style in sleek black boots
The Modern Family star, then 15, balanced her youthful weekend look by pairing relaxed denim shorts with structured, knee-high leather.
This contrast between “geek-chic” streetwear and equestrian-inspired boots highlights why the riding boot remains a perennial favorite: it instantly polishes even the most casual ensemble.
Ariel 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 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:
- ✨ How to Style Riding Boots — a timeless YNS guide to wearing classic equestrian-inspired boots with jeans, dresses, and everyday looks.
- 🖤 10 Essential Boot Styles Every Woman Needs — featuring sleek riding boots as one of fashion’s most versatile wardrobe staples.
- 👗 Irina Shayk Masters Off-Duty Style in Knee-High Riding Boots — the model redefines casual sophistication on a New York street walk.
Ariel 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:
- 📏 Ariel Winter’s Petite Frame: How She Boosts Her Height With Stylish Heels — a deep dive into her height, shoe size, and notable heel moments.
- 👟 Ariel Winter’s Laid-Back Look With Levi Meaden in West Hollywood — showing how she styles classic Adidas “Superstar” sneakers in her off-duty moments.
- 👡 Ariel Winter Chooses Strappy Wedges for Farmers Market Fun — a fun street-style feature where she pairs casual dresses with wedges.
- ✨ Ariel Winter’s Daring Emmys Dress & Metallic “Nudist” Sandals — red carpet glam that highlights her footwear choice in a formal setting.
- 👠 Ariel Winter Stuns in Black Dress and Ruthie Davis Sandals — her night-out glam look with strappy sandals.
- 👠 5 Hot Feet & Shoes at Variety Power of Young Hollywood — includes Ariel in red triple-strap pumps among other standout shoes.
- 🎨 Loriblu: A Legacy of Italian Craftsmanship Meets Ariel Winter’s Custom Touch — a profile on her customized Loriblu heels with gold glitter soles.