Olivia Rodrigo and Vanessa Hudgens Spark HSM Nostalgia at Glam Vanity Fair Party!

Seeing Olivia Rodrigo and Vanessa Hudgens together was not a want, but a need.

At the Vanity Fair Oscars after-party on March 2, everyone was excited to spot the former High School Musical cast member and High School Musical: The Musical: The Series star striking a pose on the red carpet.

During the 97th Academy Awards ceremony, where Anora clinched the Best Picture award and Mikey Madison was awarded Best Actress (view all winners here), Vanessa and Olivia paused to snap a picture, commemorating their enduring legacy from East High.

At the after-party event, Olivia and Vanessa, who happened to be standing next to each other during separate red carpet instances, showed radiant smiles and shared laughter, enjoying their unexpected encounter.

Without a doubt, it’s evident that both Olivia and Vanessa possess brilliant minds, as they both donned matching chic ensembles for the evening. The talented “good 4 u” singer opted for a sleek leather halter top dress by Roberto Cavalli in black, accessorized with Mikimoto pearl earrings and understated black heels.

For the actress known for her role in “Tick Tick…Boom!”, she chose a striking one-shoulder black gown adorned with feathers as her attire. This encounter, which brought joy to fans of “High School Musical,” was not the sole standout moment from this glamorous event.

In the end, Timothée Chalamet, who lost to Adrien Brody in the Best Actor category, had a highly visible date night with his girlfriend Kylie Jenner. Not only was Kylie Jenner by his side throughout the main event at the Dolby Theatre, but she also accompanied him to the post-ceremony celebrations.

Indeed, Timothée Chalamet took the initiative to engage with Kylie’s siblings, specifically Kim Kardashian and Kendall Jenner. A photo snapped during the Vanity Fair event at Annenberg Center for the Performing Arts captures this moment, as the 29-year-old warmly greets his partner’s older sisters, who return the gesture with smiles.

On an unusual evening out, Vanessa and her husband Cole Tucker, whom she married in December 2023, ventured out for a date – their first since they became parents to their newborn last July.

On that special night, Olivia accompanied her boyfriend Louis Partridge, who is known for his role in Enola Holmes, making it a memorable date. Snapshots from the occasion reveal them being affectionate and even taking pictures with friends and fellow duo Tate McRae and Kid Laroi, a pairing that was first spotted together in October 2023.

Keep reading for more moments from the Vanity Fair party…