Nicky Hilton Wows in Monse Plaid Blazer Dress and Alaïa Velvet Boots

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In September 2020, Nicky Hilton turned heads in a chic cowl neck plaid blazer dress during Monse’s Resort 2021 outdoor presentation, showcasing the NYC-based luxury label’s effortlessly stylish design.

Nicky Hilton flaunts her legs in a cowl neck plaid blazer dress at the Monse Fall/Winter 2020 Shoppable PresentationNicky Hilton flaunts her legs in a cowl neck plaid blazer dress at the Monse Fall/Winter 2020 Shoppable Presentation during September 2020 – New York Fashion Week: The Shows at Spring Studios Terrace on September 14, 2020, in New York City (Credit: WENN / Instar / Sheri Determan)

Tailored for a relaxed fit, Nicky Hilton’s Monse Pre-Fall 2020 plaid blazer dress featured a low cowl neckline and practical hip pockets, though it has sadly sold out.

She completed the look with luxurious Alaïa leather-trimmed velvet ankle boots and a timeless black Whitney tote bag from Max Mara, exuding effortless sophistication.

Nicky Hilton totes a timeless Max Mara Whitney leather tote with pin-tucked pleats running down the sidesNicky Hilton totes a timeless Max Mara Whitney leather tote with pin-tucked pleats running down the sides

Glamorous on the Pink Carpet: Nicky Hilton in Oscar de la Renta and Louboutin

Earlier the same year, she hit the pink carpet at the Women’s Cancer Research Fund’s An Unforgettable Evening Benefit in a navy floral-printed mini dress from Oscar de la Renta’s Resort ’20 collection and nude Christian Louboutin So Kate pumps.

Nicky Hilton Rothschild attends The Women's Cancer Research Fund's Unforgettable Evening 2020Nicky Hilton Rothschild attends The Women’s Cancer Research Fund’s Unforgettable Evening 2020 at Beverly Wilshire, A Four Seasons Hotel on February 27, 2020 in Beverly Hills, California

Red-Carpet Elegance: Nicky Hilton Shines in Oscar de la Renta and Aquazzura

At the 2020 Vanity Fair Oscar Party, the French Sole shoe designer dazzled in a shiny Oscar de la Renta plissé silk-blend gown with a thigh-high slit.

Joined by her rich husband, she showed off her feet in Aquazzura’s Starlight laser-cut sandals.

Nicky Hilton Rothschild and James Rothschild attend the 2020 Vanity Fair Oscar PartyNicky Hilton Rothschild and James Rothschild attend the 2020 Vanity Fair Oscar Party at Wallis Annenberg Center for the Performing Arts on February 9, 2020, in Beverly Hills, California

Her silver Starlight shoes are from Aquazzura’s Pre-AW17 Collection. They are set on a pin-thin stiletto heel and shaped with crossover straps at the toes and ankles, all formed from a pretty constellation of laser-cut stars.

Aquazzura Silver Leather Starlight 105 SandalsSilver Leather Aquazzura Starlight 105 Sandals

Nicky Hilton shares her love for Aquazzura footwear with her sister, Paris Hilton, who also gravitates toward the brand’s elegant designs. In June 2024, Paris celebrated the Motorola Razr 20th Anniversary in a stunning pair of Aquazzura heels, highlighting the brand’s timeless appeal.