Episode Guide

Season 1

Episode Guide

Hand This Man a Candy Cane (Sneak Peek 1)

S1 E
Dec 22, 2025
HOLLYWOOD SQUARES, starring Drew Barrymore, is a classic game show in which two contestants 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. Award-winning actress and talk show host, Drew Barrymore, will take her place as the famed “center square” answering questions for the contestants.

Hand This Man a Candy Cane (Sneak Peek 2)

S1 E
Dec 22, 2025
HOLLYWOOD SQUARES, starring Drew Barrymore, is a classic game show in which two contestants 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. Award-winning actress and talk show host, Drew Barrymore, will take her place as the famed “center square” answering questions for the contestants.

Santa's Got a Little Game (Sneak Peek 3)

S1 E
Dec 22, 2025
HOLLYWOOD SQUARES, starring Drew Barrymore, is a classic game show in which two contestants 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. Award-winning actress and talk show host, Drew Barrymore, will take her place as the famed “center square” answering questions for the contestants.

Santa's Got a Little Game (Sneak Peek 1)

S1 E
Dec 22, 2025
HOLLYWOOD SQUARES, starring Drew Barrymore, is a classic game show in which two contestants 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. Award-winning actress and talk show host, Drew Barrymore, will take her place as the famed “center square” answering questions for the contestants.

Santa's Got a Little Game (Sneak Peek 2)

S1 E
Dec 22, 2025
HOLLYWOOD SQUARES, starring Drew Barrymore, is a classic game show in which two contestants 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. Award-winning actress and talk show host, Drew Barrymore, will take her place as the famed “center square” answering questions for the contestants.

This is Big

S1 E
May 09, 2025
Tonight's contestants must make difficult decisions on whether or not they can trust these celebs with the answers.

Never Done Me Wrong Before

S1 E
May 09, 2025
These two contestants kick things off in a strong fashion with some help from the celebs.

Heating Up

S1 E
May 02, 2025
The game is off to a strong start as JB Smoove has an alternate way to answer the phone and Kevin Nealon is quizzed on Mexican cuisine.

For the Win

S1 E
May 02, 2025
These contestants call upon tonight's very funny Secret Square in the hopes of wining this round.

The Round And The Money

S1 E
May 02, 2025
Contestants rely on Tig Notaro for the winning answers.

Love is in the Air... and Ashes

S1 E
Feb 26, 2025
Celebrities flirt with Nate Burleson and guess where Whoopi Goldberg scattered her mother's ashes...

I Respectfully Disagree

S1 E
Feb 19, 2025
In the second round, the contestants wish to be respectful while rejecting the celebrity answers.

Who Is Leslie?

S1 E
Feb 19, 2025
Celebrities try to guess which president was originally named Leslie, wonder if they're playing the wrong game, and figure out why young people love Billy Joel.

First Round Money

S1 E
Feb 12, 2025
Drew Barrymore has the answer, does the contestant agree?