Hollywood Squares

CanceledIMDb 4.4/10

Reality·2025·2 Seasons

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.

Starring: Nate Burleson,Drew Barrymore

Episodes

Season 2
Santa's Got a Little Game

S02 | E01

Santa's Got a Little Game

2025-12-22

Hand This Man a Candy Cane

S02 | E02

Hand This Man a Candy Cane

2025-12-22

I Will Not Be Ignored, Glenn!

S02 | E03

I Will Not Be Ignored, Glenn!

2026-01-07

Between a Cardigan Sandwich

S02 | E04

Between a Cardigan Sandwich

2026-01-07

This Is the Best Show on TV

S02 | E05

This Is the Best Show on TV

2026-01-14

I'm Terrified of Triumph

S02 | E06

I'm Terrified of Triumph

2026-01-14

Expect the Unexpected

S02 | E07

Expect the Unexpected

2026-01-21

This Always Happens When RuPaul’s Around

S02 | E08

This Always Happens When RuPaul’s Around

2026-01-21

The Legacy Show

S02 | E09

The Legacy Show

2026-01-28

I Didn’t Know You Were That Flexible

S02 | E10

I Didn’t Know You Were That Flexible

2026-01-28

Thicker Than a 1st Grade Pencil

S02 | E11

Thicker Than a 1st Grade Pencil

2026-02-04

I Have a Lot of Exes Watching Right Now

S02 | E12

I Have a Lot of Exes Watching Right Now

2026-02-04

A Scream Reunion

S02 | E13

A Scream Reunion

2026-02-22

I’m Nasty, But I Ain’t No Hero

S02 | E14

I’m Nasty, But I Ain’t No Hero

2026-02-22

This Isn’t Survivor

S02 | E15

This Isn’t Survivor

2026-03-11

There’s That Cruella Energy

S02 | E16

There’s That Cruella Energy

2026-03-18

Please Don't Let It Be a Hawk

S02 | E17

Please Don't Let It Be a Hawk

2026-03-25

90s Fine Baby

S02 | E18

90s Fine Baby

2026-04-08

We Have a Lot of SNL Funny in Here Tonight

S02 | E19

We Have a Lot of SNL Funny in Here Tonight

2026-04-15

Be Careful What You Ask for Howie

S02 | E20

Be Careful What You Ask for Howie

2026-04-22

All Seasons

Season 1

Season 1

20 ep · 2025

Season 2

Season 2

22 ep · 2025

Cast

Nate Burleson

Nate Burleson

Self - Host

Drew Barrymore

Drew Barrymore

Self

Details

First Aired
2025-01-16
Last Aired
2026-05-27
Status
Canceled
Network
CBS
Production
Jesse Collins Entertainment, Flower Films
Creator
—

More Like This