Drew Barrymore Says Halloween Is for Being the 'Freak That You Are' and Celebrates in Grey Gardens-Inspired Costume

Barrymore nodded to her Golden Globe-winning role as "Little Edie" during her talk show's Halloween special

Valerie Bertinelli, Drew Barrymore and Ross Mathews during filming of THE DREW BARRYMORE SHOW
Valerie Bertinelli, Drew Barrymore and Ross Mathews celebrate Halloween on 'The Drew Barrymore Show'. Credit :

Ash Bean/CMV/2025 CBS Media Ventures

NEED TO KNOW

  • Drew Barrymore celebrated Halloween with a holiday special of The Drew Barrymore Show on Oct. 31
  • Alongside Ross Matthews and Valerie Bertinelli, the talk show host shared why the spooky day is her favorite, while also dressed in a costume nodding to her past role in Grey Gardens, which earned her a Golden Globe in 2010
  • Barrymore has gone all out for her Halloween specials, once even undergoing a full Bob Ross transformation with a wig and fake facial hair

According to Drew Barrymore, Halloween is the one day on the calendar where you can a little freaky.

The Drew Barrymore Show filmed its annual Halloween special with the television host, Ross Matthews and Valerie Bertinelli — the trio didn't hold back on their love for the Oct. 31 holiday, which happens to be Barrymore's favorite of the bunch.

"There's no attachments. There's no baggage. It's not like, 'Oh boo hoo, I don't have family and it's the holidays,' you know," Barrymore, 50, explained, while Matthews added that receiving candy is a plus.

Valerie Bertinelli, Drew Barrymore and Ross Mathews during filming of THE DREW BARRYMORE SHOW
Drew Barrymore dresses up as Grey Gardens for Halloween special of 'The Drew Barrymore Show' with Valerie Bertinelli and Ross Mathews.

Ash Bean/CMV/2025 CBS Media Ventures

"Also, you get to be the freak that you are and that's celebrated," continued the 50 First Dates star. "I wish every day was Halloween because it's just a positive holiday."

The three then asked audience members to guess each of their costumes: Bertinelli as Hagrid from the Harry Potter franchise, Matthews as "Pink Pony Club" inspired by Chappell Roan's hit song of the same name and Barrymore as "Grey Gardens," appearing to nod to her Golden Globe-winning role as Edie "Little Edie" Bouvier Beale.

Valerie Bertinelli, Drew Barrymore and Ross Mathews during filming of THE DREW BARRYMORE SHOW
Valerie Bertinelli, Drew Barrymore and Ross Mathews reveal their Halloween costumes on the Oct. 31 episode of 'The Drew Barrymore Show'.

CMV/2025 CBS Media Ventures

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In 2009, Barrymore starred in HBO's Grey Gardens that was inspired by the secluded life of Little Edie and her mother, Edith "Big Edie" Bouvier Beale (played by Jessica Lange), who was also the aunt of Jacqueline Kennedy Onassis.

The mother-daughter duo were most famous for their secluded life in their decrepit East Hamptons, N.Y., estate called Grey Gardens and were the subjects of a 1975 documentary made by Albert and David Maysles. Michael Sucsy's 2000s interpretation of the famous story earned accolades, including Best Picture Made for Television at the 2010 Critics Choice Awards and Best Miniseries or Motion Picture Made for Television that same year. Barrymore took home a Golden Globe for Best Performance by an Actress in a Limited Series, Anthology Series, or a Motion Picture Made for Television.

In years past, Barrymore has gone above and beyond with her costumes. In 2023, she underwent a dramatic transformation into Bob Ross and in 2024 embraced her Scream past in a Queen of Halloween costume fitting for that year's guest Mariah Carey (aka the Queen of Christmas).

The Drew Barrymore Show airs weekdays on CBS (check local listings). 

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