Hollywood Squares
6.5/10
CBS Running
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.
Where to Watch:
CBS
Next Air Time: Thu, Mar 12 2026 2:30 AM GMT+0000
Seasons & Episodes
Season 1
20 episodes
E01
It's a Dysfunctional Family Show
Fri, Jan 17 2025 1:00 AM GMT+0000
30 min
Celebs Drew Barrymore, Triumph the Insult Comic Dog, Julie Bowen, Whitney Cummings, Thomas Lennon, Ms. Pat, Tiffany Haddish, Tyra Banks, and Jeff Ross.
E02
The Mayor of the Sun
Fri, Jan 17 2025 1:30 AM GMT+0000
30 min
Tichina Arnold; Nicole Byer; Drew Carey; Pete Holmes; Debi Mazar; Bobby Moynihan; Chelsea Peretti.
E03
It's a Kiss Party
Mon, Jan 20 2025 3:00 AM GMT+0000
30 min
Tyra Banks; Whitney Cummings; Tiffany Haddish; Sam Jay; Thomas Lennon; Triumph the Insult Comic Dog.
E04
Sixty for Swifty
Mon, Jan 20 2025 3:30 AM GMT+0000
30 min
Julie Bowen; Margaret Cho; Leslie Jones; Carson Kressley; Ross Mathews.
E05
Didn't Work If Nelly Didn't Laugh
Fri, Jan 24 2025 1:00 AM GMT+0000
30 min
Tanner Adell, Whitney Cummings, Pete Holmes, Chaka Khan, Jay Leno, Thomas Lennon, Nelly and Patton Oswalt.
E06
The Price Was Wrong Drew
Fri, Jan 24 2025 1:30 AM GMT+0000
30 min
Nicole Byer, Drew Carey, Jeff Dunham, Max Greenfield, Pete Holmes, Lil Rel Howery, Rita Moreno and Bobby Moynihan
E07
It's a Hot Gentleman's Sweater
Thu, Jan 30 2025 1:00 AM GMT+0000
30 min
Nicole Byer, Drew Carey, Luenell, Debi Mazar, Bobby Moynihan, Chelsea Peretti, Phil Rosenthal and JB Smoove
E08
They Always Choose Me, Boo!
Thu, Jan 30 2025 1:30 AM GMT+0000
30 min
Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Jeannie Mai, Kevin Nealon, RuPaul and Paul Scheer
E09
Ex's Get the Square
Thu, Feb 6 2025 1:00 AM GMT+0000
30 min
Celebrity guests Mayim Bialik, Tiffany Haddish, Pete Holmes, Justin Long, Marsai Martin, Jimmy O. Yang, Kristen Schaal and JB Smoove.
E10
I'm Going to the Wrong Doctor
Thu, Feb 6 2025 1:30 AM GMT+0000
30 min
Celebrity guests Whitney Cummings, Tiffany Haddish, Kathy Hilton, Triumph the Insult Comic Dog, Thomas Lennon, Ms. Pat, JB Smoove and Casey Wilson.
E11
Let's Not Fight In Front of Wiz Khalifa
Thu, Feb 13 2025 1:00 AM GMT+0000
30 min
Celebrity guests: Whitney Cummings, Andra Day, Mickey Guyton, Pete Holmes, Wiz Khalifa, Jay Leno, Thomas Lennon and Dionne Warwick.
E12
It's a Wooden American
Thu, Feb 13 2025 1:30 AM GMT+0000
30 min
Celebrity guests: Tyra Banks, Jeff Dunham, Ron Funches, Tiffany Haddish, Justin Long, Chelsea Peretti, Jay Pharoah and Dusty Slay.
E13
A Little Doggy Gave It to Me
Thu, Feb 20 2025 1:00 AM GMT+0000
30 min
Celebrity guests: Tichina Arnold, Beth Behrs, Whitney Cummings, Tony Gonzalez, Triumph the Insult Comic Dog, Ross Mathews, Kevin Nealon and Aida Rodriguez.
E14
You Like Granny Panties
Thu, Feb 20 2025 1:30 AM GMT+0000
30 min
Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Akbar Gbajabiamila, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Sam Jay and Ross Mathews.
E15
You Lost Me at Nachos
Thu, Feb 27 2025 3:00 AM GMT+0000
30 min
Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Phil Keoghan, Loni Love and Sheryl Underwood.
E16
I Can't Find My Wallet
Thu, Feb 27 2025 3:30 AM GMT+0000
30 min
Celebrity guests: Tichina Arnold, Mario Cantone, Jo Koy, Loni Love, Melanie Lynskey, Tig Notaro, June Diane Raphael and Jason Ritter.
E17
That's Dad Math
Sat, May 3 2025 12:00 AM GMT+0000
30 min
Celebrity guests Tichina Arnold, Annaleigh Ashford, Mario Cantone, Jo Koy, Vicky Lawrence, Tig Notaro, Russell Peters and Andrew Rannels.
E18
I'd Lick That Stamp
Sat, May 3 2025 12:30 AM GMT+0000
30 min
Celebrity guests Tiffany Haddish, Justin Long, Marsai Martin, Kevin Nealon, Jimmy O Yang, Dusty Slay, JB Smoove and Casey Wilson.
E19
I've Been in 12 Sandwiches
Sat, May 10 2025 12:00 AM GMT+0000
30 min
Celebrity guests Tichina Arnold, Beth Behrs, Mario Cantone, Pete Holmes, Jo Koy, Tig Notaro, June Diane Raphael and Kristen Schaal.
E20
Between Two Nuts
Sat, May 10 2025 12:30 AM GMT+0000
30 min
Celebrity guests Luenell, Debi Mazar, Jack McBrayer, Patton Oswalt, Ravi Patel, Mira Sorvino, Michaela Watkins and Reggie Watts.   Â
Season 2
15 episodes
E01
I Will Not Be Ignored, Glenn!
Thu, Jan 8 2026 1:00 AM GMT+0000
30 min
Celebrity contestants Anthony Anderson, Glenn Close, Pete Holmes, Whitney Cummings, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Ross Mathews.
E02
Between a Cardigan Sandwich
Thu, Jan 8 2026 1:30 AM GMT+0000
30 min
Celebrity contestants Whitney Cummings, Kat Dennings, Fortune Feimster, Pete Holmes, Tiffany Haddish, Padma Lakshmi, Joel McHale and RuPaul.
E03
This Is the Best Show on TV
Thu, Jan 15 2026 1:00 AM GMT+0000
30 min
Celebrity contestants Whitney Cummings, Ariana Debose, Fortune Feimster, Tiffany Haddish, Arsenio Hall, Lil Rel Howery, Jo Koy and Ms. Pat.
E04
I'm Terrified of Triumph
Thu, Jan 15 2026 1:30 AM GMT+0000
30 min
Celebrity contestants Anthony Anderson, Glenn Close, Whitney Cummings, Zarna Garg, Pete Holmes, Triumph the Insult Comic Dog, Leslie Jones and Jay Mohr.
E05
Expect the Unexpected
Thu, Jan 22 2026 1:00 AM GMT+0000
30 min
Celebrity guests Tichina Arnold, Ana Gasteyer, Lil Rel Howery, Thomas Lennon, Tim Meadows, Julie Chen Moonves, Jason Ritter and Kristen Schaal.
E06
This Always Happens When RuPaul's Around
Thu, Jan 22 2026 1:30 AM GMT+0000
30 min
Celebrity guests Whitney Cummings, Zarna Garg, Tiffany Haddish, Pete Holmes, Padma Lakshmi, Thomas Lennon, Joel McHale and RuPaul.
E07
The Legacy Show
Thu, Jan 29 2026 2:00 AM GMT+0000
30 min
Celebrity guests Tom Bergeron, Whitney Cummings, Tiffany Haddish, Arsenio Hall, Howie Mandel, Thomas Lennon, Leslie Jones and Triumph the Insult Comic Dog.
E08
I Didn't Know You Were that Flexible
Thu, Jan 29 2026 2:30 AM GMT+0000
30 min
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.
E09
Thicker Than A 1st Grade Pencil
Thu, Feb 5 2026 2:00 AM GMT+0000
30 min
Celebrity guests Michelle Buteau, Ana Gasteyer, Triumph the Insult Comic Dog, Janelle James, Method Man, Bobby Moynihan, Tig Notaro and Paul Scheer.
E10
I Have a Lot of Exes Watching Right Now
Thu, Feb 5 2026 2:30 AM GMT+0000
30 min
Celebrity guests Ariana DeBose, Ron Funches, Gabriel "Fluffy" Iglesias, Tiffany Haddish, Pete Holmes, Niecy Nash‑Betts, Ms. Pat and Paul Scheer.
E11
A Scream Reunion
Mon, Feb 23 2026 1:00 AM GMT+0000
30 min
Celebrity guests David Arquette, Whitney Cummings, Mark Duplass, Tiffany Haddish, Pete Holmes, Triumph the Insult Comic Dog, Leslie Jones and Thomas Lennon.
E12
I'm Nasty, But I Ain't No Hero
Mon, Feb 23 2026 1:00 AM GMT+0000
30 min
Celebrity guests Whitney Cummings, Ariana Debose, Fortune Feimster, Ryan Fitzpatrick, Tiffany Haddish, Lil Rel Howery, Gabriel Iglesias and Jo Koy.
E13
This Isn't Survivor
Thu, Mar 12 2026 2:30 AM GMT+0000
30 min
Celebrity guests Ariana DeBose, Ron Funches, Tiffany Haddish, Pete Holmes, Jo Koy, Boston Rob Mariano, Niecy Nash‑Betts and Ms. Pat.
E14
There's That Cruella Energy
Thu, Mar 19 2026 2:30 AM GMT+0000
30 min
Celebrity contestants Neal Brennan, Glenn Close, Whitney Cummings, Robby Hoffman, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Howie Mandel.
E15
Please Don't Let it Be a Hawk
Thu, Mar 26 2026 2:30 AM GMT+0000
30 min