New York City was a hub of activity this week, with celebrities attending a variety of events ranging from the US Open to New York Fashion Week. Vogue editor Anna Wintour was spotted at the US Open, offering her thoughts on the tennis matches.

When asked about her favorite player, Wintour stated, "How could you possibly pick one?" She acknowledged rising stars like Michelsen and the enduring presence of Venus and Serena Williams, but ultimately named Roger Federer as her all-time favorite.

Elsewhere, "Morning Joe" host Joe Scarborough reportedly encountered a humorous moment at a Bilt closing reception for the Status Summit, where younger staff members did not recognize him. Despite the initial confusion, he was eventually admitted and appeared to enjoy the event, mingling with guests including former NBC colleague Andrea Canning.

New York Fashion Week saw numerous gatherings. Bobby Cannavale and Debra Messing narrowly missed a "Will & Grace" reunion at The Manner. Cannavale attended an afterparty for Twiggy’s 2024 documentary, while Messing dined with Christian Siriano downstairs. Across town, Andres Diaz launched his new bar, Bar Leone, drawing guests like DJ Honey Dijon and Timo Weiland.

Singer Ciara attended the US Open women's semifinals with her daughter, Sienna Princess Wilson. Young Sienna expressed a desire to appear on the Jumbotron, making a charming request to a cameraman.

Fashion designer Stacey Bendet featured her middle daughter, Scarlet Eisner, as a model in her ALICE+OLIVIA "Welcome to Wonderland" collection presentation. The event drew notable guests including Paris Hilton and Jessica Alba.

Former Congresswoman Carolyn Maloney walked the runway at the Metropolitan Opera for a "Style Across the Aisle" fashion show, wearing an FDNY jacket as a tribute to 9/11 victims and first responders. Maloney, a co-author of the James Zadroga 9/11 Health and Compensation Act, spoke about the ongoing fight for funding and transparency regarding the health effects of the attacks.

Aryna Sabalenka reportedly sponsored a lookalike contest in Brooklyn, with the prize being two tickets to a US Open quarterfinal match.

Katie Holmes and boyfriend Jason Bard Yarmosky were seen at designer Nili Lotan's East Village bar, Lucinda's, for a performance by Lucinda Williams. The intimate gathering also included Audrey McGraw.

Moncler celebrated the opening of its new flagship store on the Upper East Side with a star-studded event. Attendees included Cher, Julia Roberts, Serena Williams, and Anne Hathaway. Spike Lee, Jessica Chastain, and Odell Beckham Jr. were also among the guests, with music provided by Mark Ronson.

In comedy, Dave Chappelle, Shane Gillis, Aziz Ansari, and Michael Che appeared at The Stand in Union Square. The gathering preceded a 9/11 charities comedy benefit at Madison Square Garden. Pete Davidson was also reportedly at the club earlier in the evening rehearsing material.