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8. I Didn't Know You Were that Flexible
January 28, 2026
Celebrity guests Whitney Cummings, Fortune Feimster, Zarna Garg, Tiffany Haddish, Robby Hoffman, Padma Lakshmi, Thomas Lennon, Bill Maher, Joel McHale and Triumph the Insult Comic Dog.
7. The Legacy Show
January 28, 2026
Celebrity guests Tom Bergeron, Whitney Cummings, Tiffany Haddish, Arsenio Hall, Howie Mandel, Thomas Lennon, Leslie Jones and Triumph the Insult Comic Dog.
6. This Always Happens When RuPaul's Around
January 21, 2026
Celebrity guests Whitney Cummings, Zarna Garg, Tiffany Haddish, Pete Holmes, Padma Lakshmi, Thomas Lennon, Joel McHale and RuPaul.
5. Expect the Unexpected
January 21, 2026
Celebrity guests Tichina Arnold, Ana Gasteyer, Lil Rel Howery, Thomas Lennon, Tim Meadows, Julie Chen Moonves, Jason Ritter and Kristen Schaal.
4. I'm Terrified of Triumph
January 14, 2026
Celebrity contestants Anthony Anderson, Glenn Close, Whitney Cummings, Zarna Garg, Pete Holmes, Triumph the Insult Comic Dog, Leslie Jones and Jay Mohr.
3. This Is the Best Show on TV
January 14, 2026
Celebrity contestants Whitney Cummings, Ariana Debose, Fortune Feimster, Tiffany Haddish, Arsenio Hall, Lil Rel Howery, Jo Koy and Ms. Pat.
2. Between a Cardigan Sandwich
January 7, 2026
Celebrity contestants Whitney Cummings, Kat Dennings, Fortune Feimster, Tiffany Haddish, Pete Holmes, Padma Lakshmi, Joel McHale and RuPaul.
1. I Will Not Be Ignored, Glenn!
January 7, 2026
Celebrity contestants Anthony Anderson, Glenn Close, Whitney Cummings, Pete Holmes, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Ross Mathews.
Description
Where to Watch Hollywood Squares
Hollywood Squares is available for streaming on the website, both individual episodes and full seasons. You can also watch Hollywood Squares on demand at Apple TV Channels, Paramount+, Prime Video, FuboTV and Pluto TV.
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Genres
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CastNate BurlesonDrew BarrymoreWhitney Cummings
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Premiere DateJanuary 16, 2025
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IMDB Rating5.2 (247)
