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HOLLYWOOD SQUARES
Air Date: Wednesday, January 21, 2026
Time Slot: 8:00 PM-9:00 PM EST on CBS
Episode Title: (#202/215) "Expect the Unexpected / This Always Happens When RuPaul's Around"
[NOTE: The following article is a press release issued by the aforementioned network and/or company. Any errors, typos, etc. are attributed to the original author. The release is reproduced solely for the dissemination of the enclosed information.]

"HOLLYWOOD SQUARES" ANNOUNCES UPCOMING EPISODE AIR DATES WITH CELEBRITY GUEST LINEUP

HOLLYWOOD SQUARES airs Wednesdays (8:00-9:00 PM, ET/PT) on the CBS Television Network, and is available to stream on Paramount+ (live and on-demand for Paramount+ Premium plan subscribers, or on-demand for Paramount+ Essential subscribers the day after the episode airs)*. Nate Burleson returns as host with Drew Barrymore starring as the famed center square.

See below celebrity guest lineup and storylines for HOLLYWOOD SQUARES episodes airing Jan. 21 and Jan. 28:

"Expect the Unexpected" Wednesday, Jan. 21 (8:00-8:30 PM, ET/PT)

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

Contestants: Vitoangelino from Queens, N.Y., and Nikki from Dekalb, Ill.

"This Always Happens When RuPaul's Around" Wednesday, Jan. 21 (8:30-9:00 PM, ET/PT)

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

Contestants: Eric from Baltimore, Md., and Siranda from La CaƱada, Calif.

"The Legacy Show" Wednesday, Jan. 28 (8:00-8:30 PM, ET/PT)

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

Contestants: Larry from Byhalia, Miss., and Karen from Dickenson, Md.

"I Didn't Know You Were That Flexible" Wednesday, Jan. 28 (8:30-9:00 PM, ET/PT)

Celebrity Squares: Whitney Cummings, Fortune Feimster, Zarna Garg, Tiffany Haddish, Robby Hoffman, Padma Lakshmi, Thomas Lennon, Bill Maher, Joel McHale and Triumph the Insult Comic Dog.

Contestants: Mario from Los Angeles, Calif., and Nikki from Philadelphia, Pa.







HOLLYWOOD SQUARES (CBS)
BROADCAST HISTORY:
1/16/25 - ???
STATUS:
currently airing (winter 2026)
TIME SLOT:
wednesdays from 8:00 PM-9:00 PM EST
CURRENT SEASON:
2 (??? episodes)
VISIT THE OFFICIAL WEB SITE
DESCRIPTION:
(from CBS's web site, January 2026) HOLLYWOOD SQUARES stars award-winning actress and talk show host Drew Barrymore as the center square and is hosted by Nate Burleson. The classic game show features two contestants playing tic-tac-toe with hilarious celebrity guests to win money and prizes.
PRINCIPAL CAST INFORMATION:
· Drew Barrymore as Center Square
· Nate Burleson as Host
CREW INFORMATION:
· Drew Barrymore as EP
· Jesse Collins as EP
GENRE(S):
· based on a tv series
· game show
STUDIO INFORMATION:
· Flower Films
· Jesse Collins Entertainment