Oprah reveals her “star” demands: $46,000 penthouse and 24/7 personal makeup team

14:18   9 December, 2025

At 71, Oprah Winfrey is proving once again that she knows how to live in style. During her current Oprah in Conversation tour across Australia, the TV icon is staying in a two-level penthouse at Crown Towers in Sydney for $46,000 per night—the same hotel where Taylor Swift and Drake have stayed, according to the Daily Mail.

Insiders say Winfrey’s demands include a full-time team of stylists and makeup artists, a massage therapist, and a personal driver available 24/7. She travels exclusively on her new Gulfstream G700 private jet, valued at $115 million, with tour organizers covering fuel and flight expenses.

“Her tour is comparable to a presidential visit,” a source revealed. Backstage, a large team—including drivers, security, and assistants—handles everything from booking the best restaurants to helping Oprah select outfits from local designers.

Despite her high-profile entourage and strict requirements, Oprah knows how to stay grounded. Last week, she delighted Sydney locals by visiting the cozy Gertrude & Alice bookstore in Bondi Beach, spending about ten minutes browsing books and chatting with staff.



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