Hollywood Squares Season 2 Episode release dates & where to watch
Premiered
Monday, December 22, 2025
Ended: Wednesday, May 27, 2026
When does Hollywood Squares Season 2 come out?
Hollywood Squares Season 2 premiered Monday, December 22, 2025 on CBS and ended Wednesday, May 27, 2026. The season has 22 episodes.
Last updated
Hollywood Squares Season 2 release schedule
| Episode | Release date |
|---|---|
|
1. Santa's Got a Little Game |
Monday · 10 months ago |
|
2. Hand This Man a Candy Cane |
Monday · 10 months ago |
|
3. I Will Not Be Ignored, Glenn! |
Wednesday · 10 months ago |
|
4. Between a Cardigan Sandwich |
Wednesday · 10 months ago |
|
5. This Is the Best Show on TV |
Wednesday · 9 months ago |
|
6. I'm Terrified of Triumph |
Wednesday · 9 months ago |
|
7. Expect the Unexpected |
Wednesday · 9 months ago |
|
8. This Always Happens When RuPaul’s Around |
Wednesday · 9 months ago |
|
9. The Legacy Show |
Wednesday · 9 months ago |
|
10. I Didn’t Know You Were That Flexible |
Wednesday · 9 months ago |
|
11. Thicker Than a 1st Grade Pencil |
Wednesday · 9 months ago |
|
12. I Have a Lot of Exes Watching Right Now |
Wednesday · 9 months ago |
|
13. A Scream Reunion |
Sunday · 8 months ago |
|
14. I’m Nasty, But I Ain’t No Hero |
Sunday · 8 months ago |
|
15. This Isn’t Survivor |
Wednesday · 8 months ago |
|
16. There’s That Cruella Energy |
Wednesday · 7 months ago |
|
17. Please Don't Let It Be a Hawk |
Wednesday · 7 months ago |
|
18. 90s Fine Baby |
Wednesday · 7 months ago |
|
19. We Have a Lot of SNL Funny in Here Tonight |
Wednesday · 6 months ago |
|
20. Be Careful What You Ask for Howie Celebrities Whitney Cummings, Mark Duplass, Ana Gasteyer, Tiffany Haddish, Triumph the Insult Comic Dog, Leslie Jones, Thomas Lennon, Howie Mandel and Ross Mathews. |
Wednesday · 6 months ago |
|
21. The Wizard of Hollywood Squares Celebrities Michelle Buteau, Kat Dennings, Tiffany Haddish, Pete Holmes, Thomas Lennon, Bobby Moynihan, Law Roach and Meghan Trainor. |
Wednesday · 6 months ago |
|
22. Snooze We Can't Lose Celebrities Tom Bergeron, Neal Brennan, Whitney Cummings, Ariana DeBose, Mark Duplass, Arsenio Hall, Tiffany Haddish and Ms. Pat. |
Wednesday · 5 months ago |
Hollywood Squares Season 2 guest stars
-
Whitney Cummings
Self
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Tiffany Haddish
Self
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Thomas Lennon
Self
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Patricia Williams
Self
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Tichina Arnold
Self
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Pete Holmes
Self
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Bobby Moynihan
Self
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Robert Smigel
Triumph the Insult Comic Dog (voice)
-
Leslie Jones
Self
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Ross Mathews
Self
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Paul Scheer
Self
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RuPaul
Self
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Lil Rel Howery
Self
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Kristen Schaal
Self
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Ron Funches
Self
-
Gabriel Iglesias
Self
Hollywood Squares Season 2 FAQ
When does Hollywood Squares Season 2 come out?
Hollywood Squares Season 2 premiered Monday, December 22, 2025 on CBS.
How many episodes are in Hollywood Squares Season 2?
Hollywood Squares Season 2 has 22 episodes.
Are new episodes of Hollywood Squares Season 2 released weekly?
New episodes are released weekly.
How do I get notified when new Hollywood Squares Season 2 episodes are released?
Download the Streambay app and follow Hollywood Squares. You'll get a push notification the moment each new episode is out.
Never miss Hollywood Squares Season 2.
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