NYJL 74th Annual Winter Ball
The New York Junior League (NYJL) celebrated its 74th Annual Winter Ball on February 28, 2026, at Cipriani South Street, welcoming nearly 1,000 guests for one of New York City’s most anticipated black-tie events. The sold-out evening made history, raising $1 million, the largest amount ever in the Winter Ball’s 74-year history.
This year’s gala served as a centerpiece of the NYJL’s 125th anniversary celebration, themed “Gilded Legacy: Celebrating 125 Years of Impact.” Founded in 1901 by Mary Harriman, the organization began with the belief that women could be a powerful force for good and has since grown into a global network of nearly 300 Junior League organizations.
During the dinner program, the NYJL presented its Legacy Award to Valerie S. Mason, honoring her outstanding leadership, professional achievements, and commitment to empowering communities. Mason currently serves as Chair of the Lender Finance practice group at Otterbourg P.C. and Chair of Manhattan Community Board 8.
The evening began with a lively VIP reception, featuring a striking bottle tower installation from Via Carota and their signature Sparkling White Negroni Sbagliato. Guests also enjoyed live portrait sketches by illustrator Deanna First before moving into the ballroom for dinner, which opened with a performance of “Quando men vo” from La Bohème by soprano Nicole Haslett.
A spirited live auction, led by Star Benefit Auctions’ Erin Ward, featured luxury items and once-in-a-lifetime experiences including designer handbags from What Goes Around Comes Around, a diamond necklace from ASD Gems, wellness retreats at The Ranch Malibu, and a stay at the Four Seasons Ocean Club in the Bahamas.
Following a moving video tribute highlighting the NYJL’s community impact, the celebration continued with dessert and dancing as The Midnight Project took the stage.
Since 1952, the Winter Ball has brought together New York City’s philanthropic community to raise critical funds supporting the NYJL’s volunteer training, advocacy efforts, and partnerships with more than 60 nonprofit organizations serving women, children, and families across the city.
As NYJL President Jeri Powell shared during the evening, the organization remains dedicated to creating opportunity, dignity, and hope for communities across New York while empowering the next generation of women leaders.
All photos by Andrew Werner
