On Dawson’s Creek, Joey Potter rowed across the water to reach her best friend’s window. Katie Holmes has kept that adventurous spirit.

This fashion month, she crossed an ocean with artist Jason Bard Yarmosky by her side. The couple turned the season into a string of coordinated outings, sitting front row at Tod’s and Isabel Marant. Her style still carries the clean minimalism of the 90s, softened by a romantic streak.

Along the way, the actress perfected a formula that feels both smart and effortless. Each outfit starts with timeless separates and ends with a surprising detail. Better still, her looks travel easily from the first coffee of the day to the last toast of the evening. Two recent appearances offer the perfect day-to-night lesson.

Morning at the Petit Palais

On October 5, she attended Gabriela Hearst’s spring 2027 show at the Petit Palais, built for the 1900 Universal Exposition. A ribbed black turtleneck met an asymmetric leather midi skirt with a high slit. Crisp white pointed-toe pumps added a bright twist.

Evening at the Film Festival

Four days later, at the New York Film Festival, a silky cream shirt revealed a hint of lace bralette. Loose walnut trousers and mahogany loafers kept the mood relaxed. Meanwhile, a suede bomber with a jeweled zipper pull added a touch of sparkle.

Steal Her Day-to-Night Tricks

Peekaboo lingerie is a Holmes classic, since her Khaite cashmere bra and cardigan sold out within an hour in 2019. By day, pair a leather skirt with loafers. After sunset, a glimpse of lace lets the same outfit follow you from daylight to city lights.