Reese Witherspoon’s 2020 award season style showcased a masterclass in balancing classic Hollywood silhouettes with contemporary footwear.
Throughout January 2020, the Morning Show actress made several high-profile appearances across Los Angeles and New York, alternating between architectural gowns and sharp, minimalist pumps.
Architectural Elegance at the 2020 Golden Globes: Roland Mouret Gown & Christian Louboutin ‘Cathy’ Sandals
On January 5, 2020, Reese Witherspoon arrived at the Beverly Hilton Hotel for the 77th Annual Golden Globe Awards. Nominated for Best Actress in a Drama Series, she opted for a crisp, sculptural aesthetic.
She wore a custom white one-shoulder gown by Roland Mouret, paired with Tiffany & Co. jewelry and a Jimmy Choo clutch.
Completing the ensemble was a pair of Christian Louboutin ‘Cathy’ sandals, featuring a delicate ankle strap and the brand’s signature red lacquered sole.
Reese Witherspoon paired her sculptural white one-shoulder Roland Mouret gown with sleek Christian Louboutin ankle-strap sandals, letting minimalist footwear sharpen the modern elegance of her 2020 Golden Globes look (Credit: Nicky Nelson / Adriana M. Barraza / Instar / WENN)
Modern Monochrome in Manhattan: Andrew GN Florals & Saint Laurent ‘Zoe’ Pumps
On January 7, 2020, Reese attended the New York Film Critics Circle Awards at TAO Downtown. Wearing a floral-embroidered dress from Andrew GN’s Autumn/Winter collection, Reese presented Laura Dern with the Best Supporting Actress award.
She teamed the monochrome outfit with Chopard jewels and a pair of Saint Laurent ‘Zoe’ pumps in cream leather with contrasting black ankle straps.

Sleek Black Glamour at the 2020 SAG Awards: Celine Gown & Two-Tone Sandals
Later that month, Reese graced the red carpet at the Shrine Auditorium in Los Angeles for the 2020 Screen Actors Guild Awards. Representing the cast of HBO’s Big Little Lies, she chose a floor-length, embellished Celine gown.

The black column dress was adorned with sequins, beads, and crystals, featuring an asymmetric neckline and a thigh-high split. Stylist Petra Flannery added sparkle with Harry Winston diamond jewelry, including emerald-cut studs and a Diamond Links bracelet.
For her feet, she wore a pair of Celine sandals in black suede and metallic silver leather. This two-tone design was a red-carpet favorite that season, also spotted on Charlize Theron at the Critics’ Choice Awards.

From Red Carpets to Press Tours: Reese Witherspoon’s Most Memorable Shoe Moments
Across awards season, film premieres, and press appearances, Reese Witherspoon’s style consistently proves that the right footwear can define an entire look. Whether she’s opting for classic Christian Louboutin heels, elegant Saint Laurent pumps, or playful Aquazzura sandals, her shoe choices strike a balance between timeless polish and modern edge—making them worth revisiting well beyond a single red-carpet moment.
👠 Reese Witherspoon’s Stylish Shoe & Fashion Moments on Your Next Shoes:
- 🎬 Reese Witherspoon’s Mesh Louboutins Steal the Show at CinemaCon With Sofia Vergara — Reese elevates her J. Mendel dress with lace-and-mesh Christian Louboutin “Tiny” heels, a red-carpet lesson in bold footwear impact.
- 💼 Reese Witherspoon Elevates Elegance on the You’re Cordially Invited Press Tour — A roundup of polished press-tour outfits featuring designer pumps and boots from Christian Louboutin to Carolina Herrera.
- 💖 Reese Witherspoon Revives Elle Woods Energy in a Barbiecore Emilia Wickstead Dress and Aquazzura Heels — A vibrant style moment with gold Aquazzura “Nude” sandals channeling classic Elle Woods vibes.