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Hollywood Squares involves two contestants who play tic-tac-toe to win money and prizes. The "board" for the game is a vertical stack of open-faced cubes, each occupied by a celebrity seated at a desk and facing the contestants. The celebrities are asked questions and the contestants judge the legitimacy of their answers to win the game.

Genres:
Station: CBS (US)
Rating: 0/10 from 0 users
Status: Running
Start: 2025-01-16
Air dates
CountdownSeason 2Season 1

Hollywood Squares Season 2 Air Dates


S02E01 - Santa's Got a Little Game Air Date: 23 December 2025 03:00 -

Sorry, but right now we don't have any sources for this episode.

Ed, a woodworker/Santa from Middletown, N.Y., and Katie, a server from Philadelphia, Pa., take turns asking questions to celebrity squares: Tichina Arnold, Michelle Buteau, Ana Gasteyer, Pete Holmes, Triumph the Insult Comic Dog, Thomas Lennon, Bobby Moynihan and Meghan Trainor.


S02E02 - Hand This Man a Candy Cane Air Date: 23 December 2025 03:30 -

Sorry, but right now we don't have any sources for this episode.

Joshua, a martial arts instructor from Philadelphia, Pa., and Alisha, an Army vet/government contractor from Redlands, Calif., take turns asking questions to celebrity squares: Tichina Arnold, Michelle Buteau, Ana Gasteyer, Pete Holmes, Triumph the Insult Comic Dog, Thomas Lennon, Tim Meadows and Bobby Moynihan.


S02E03 - I Will Not Be Ignored, Glenn! Air Date: 08 January 2026 01:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Anthony Anderson, Glenn Close, Pete Holmes, Whitney Cummings, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Ross Mathews.


S02E04 - Between a Cardigan Sandwich Air Date: 08 January 2026 01:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Whitney Cummings, Kat Dennings, Fortune Feimster, Pete Holmes, Tiffany Haddish, Padma Lakshmi, Joel McHale and RuPaul.


S02E05 - This Is the Best Show on TV Air Date: 15 January 2026 01:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Whitney Cummings, Ariana Debose, Fortune Feimster, Tiffany Haddish, Arsenio Hall, Lil Rel Howery, Jo Koy and Ms. Pat.


S02E06 - I'm Terrified of Triumph Air Date: 15 January 2026 01:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Anthony Anderson, Glenn Close, Whitney Cummings, Zarna Garg, Pete Holmes, Triumph the Insult Comic Dog, Leslie Jones and Jay Mohr.


S02E07 - Expect the Unexpected Air Date: 22 January 2026 01:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Tichina Arnold, Ana Gasteyer, Lil Rel Howery, Thomas Lennon, Tim Meadows, Julie Chen Moonves, Jason Ritter and Kristen Schaal.


S02E08 - This Always Happens When RuPaul's Around Air Date: 22 January 2026 01:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Whitney Cummings, Zarna Garg, Tiffany Haddish, Pete Holmes, Padma Lakshmi, Thomas Lennon, Joel McHale and RuPaul.


S02E09 - The Legacy Show Air Date: 29 January 2026 02:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Tom Bergeron, Whitney Cummings, Tiffany Haddish, Arsenio Hall, Howie Mandel, Thomas Lennon, Leslie Jones and Triumph the Insult Comic Dog.


S02E10 - I Didn't Know You Were that Flexible Air Date: 29 January 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

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.


S02E11 - Thicker Than A 1st Grade Pencil Air Date: 05 February 2026 02:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Michelle Buteau, Ana Gasteyer, Triumph the Insult Comic Dog, Janelle James, Method Man, Bobby Moynihan, Tig Notaro and Paul Scheer.


S02E12 - I Have a Lot of Exes Watching Right Now Air Date: 05 February 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Ariana DeBose, Ron Funches, Gabriel "Fluffy" Iglesias, Tiffany Haddish, Pete Holmes, Niecy Nash‑Betts, Ms. Pat and Paul Scheer.


S02E13 - A Scream Reunion Air Date: 23 February 2026 01:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests David Arquette, Whitney Cummings, Mark Duplass, Tiffany Haddish, Pete Holmes, Triumph the Insult Comic Dog, Leslie Jones and Thomas Lennon.


S02E14 - I'm Nasty, But I Ain't No Hero Air Date: 23 February 2026 01:00 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Whitney Cummings, Ariana Debose, Fortune Feimster, Ryan Fitzpatrick, Tiffany Haddish, Lil Rel Howery, Gabriel Iglesias and Jo Koy.


S02E15 - This Isn't Survivor Air Date: 12 March 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity guests Ariana DeBose, Ron Funches, Tiffany Haddish, Pete Holmes, Jo Koy, Boston Rob Mariano, Niecy Nash‑Betts and Ms. Pat.


S02E16 - There's That Cruella Energy Air Date: 19 March 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Neal Brennan, Glenn Close, Whitney Cummings, Robby Hoffman, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Howie Mandel.


S02E17 - Please Don't Let it Be a Hawk Air Date: 26 March 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Tichina Arnold, Michelle Buteau, Tony Hawk, Triumph the Insult Comic Dog, Janelle James, Tig Notaro, Chris Redd and Paul Scheer.


S02E18 - 90s Fine Baby Air Date: 09 April 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Tichina Arnold, Michelle Buteau, Method Man, Triumph the Insult Comic Dog, Janelle James, Tig Notaro, Chris Redd and Paul Scheer.


S02E19 - We Have a Lot of SNL Funny in Here Tonight Air Date: 16 April 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Tichina Arnold, Ana Gasteyer, Lil Rel Howery, Thomas Lennon, Tim Meadows, Chris Redd, Jason Ritter and Kristen Schaal.


S02E20 - Be Careful What You Ask for Howie Air Date: 23 April 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Whitney Cummings, Mark Duplass, Ana Gasteyer, Tiffany Haddish, Triumph the Insult Comic Dog, Leslie Jones, Thomas Lennon, Howie Mandel and Ross Mathews.


S02E21 - Snooze We Can't Lose Air Date: 30 April 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Tom Bergeron, Neal Brennan, Whitney Cummings, Ariana Debose, Mark Duplass, Arsenio Hall, Tiffany Haddish and Ms. Pat.


S02E22 - The Wizard of Hollywood Squares Air Date: 07 May 2026 02:30 -

Sorry, but right now we don't have any sources for this episode.

Celebrity contestants Michelle Buteau, Kat Dennings, Tiffany Haddish, Pete Holmes, Thomas Lennon, Bobby Moynihan, Law Roach and Meghan Trainor.

Hollywood Squares next episode air date provides TVMaze for you.

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Next Episode of Hollywood Squares is

Season 2 / Episode 17 and airs on 26 March 2026 02:30

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