Ashley Olsen Possesses Exceptional Taste in Watches—Here’s What She Has in Her Collection

      Few celebrity wardrobes are as analyzed—or as emulated—as that of the Olsen twins. Amid a market overflowing with transient celebrity ventures, The Row has managed to elevate itself to a fashion institution, with its foundation rooted in discipline and sustainability. The watches that Ashley Olsen has sported over the years embody this same philosophy—pieces selected for their balance and authenticity in both craftsmanship and materials. Below, each timepiece is detailed with its historical and stylistic importance.

      YELLOW-GOLD ROLEX DAY-DATE

      Deliberate and understated, the Rolex Day-Date carries significant prestige in horology circles due to its integrity. Launched in 1956, the Day-Date epitomizes Rolex at its purest: clean design, mechanical excellence, and no embellishments. Offered exclusively in precious metals and paired with the “President” bracelet—named for its link to leaders in politics and business—Olsen's slightly oversized version mirrors the same discipline that characterizes The Row: meticulous yet effortlessly wearable.

      Rolex Certified Pre-Owned

      Day-Date Oysterquartz

      THE APPLE WATCH

      It is said that refined taste is cultivated through a rich life experience, and on anyone else, the Apple Watch might be viewed as just another digital gadget that raises the question: Do you really need another display? This version, however, draws inspiration from Cartier’s first wristwatch, the Santos. On Olsen, fashion enthusiasts can appreciate that the Apple Watch, even on a Sport Band, has secured its spot in her collection. This dynamic idea is what keeps her style vibrant rather than static; even the most discerning observers cannot contest the practicality of modern technology.

      YELLOW-GOLD ROLEX DAYTONA

      Initially unveiled in 1963, the Daytona was designed to measure laps at Florida's Daytona International Speedway. Once reserved for professional drivers, it now attracts those seeking a sporty flair in their attire, backed by real mechanical prowess. The juxtaposition of a classic sports watch in rich yellow gold on a petite wrist is precisely the point.

      Rolex Certified Pre-Owned

      Daytona

      CARTIER PASHA

      The Pasha has a particularly distinct origin for Cartier: In the 1930s, Thami El Glaoui, the Pasha of Marrakech, commissioned a custom waterproof watch to wear from the hammam to the pool. The Pasha remained unique until 1985, when Cartier enlisted Gérald Genta, a renowned watch designer responsible for many iconic timepieces of the 20th century, to redesign it. His revamped Pasha featured geometric play: a round shape, bold numerals, and a screw-down crown that redefined the model for a new era. Olsen’s choice of a monochrome Pasha makes it a cohesive part of her collection—she clearly favors dark dials and larger profiles.

      Cartier

      Pasha de Cartier Watch

      VINTAGE COCKTAIL WATCH

      With diamonds, a sleek silhouette, and a delicate strap, this watch embodies evening glamour worn by day. This contrast is where the allure lies—an old-world detail integrated into the rhythm of modern life. Cocktail watches emerged from the 1920s to the 1960s, a period when women’s timepieces were a collaboration between jewelers and watchmakers, resulting in small mechanical movements set in diamond-adorned cases.

      Chanel

      Première Ribbon Watch

      SHINOLA RUNWELL

      Shinola was launched in 2011 as a venture-backed concept aimed at rejuvenating certain segments of American manufacturing, but it wasn't until 2013 that it produced its first watch: the Runwell. This watch served as the brand's proof of concept—assembling quartz movements in Detroit, revitalizing American watchmaking, and delivering a product that is purposeful and straightforward, rather than luxurious. It is not a luxury item nor a collector's piece, but in true Ashley Olsen fashion, it is undeniably oversized and functional. It contrasts sharply with her otherwise streamlined wardrobe, feeling intentional in its simplicity. The takeaway here is to always make space for spontaneity!

      Shinola

      Runwell Watch in Green