In honour of Bill Clinton turning 50, John Kennedy Jr. had Drew pose as Marilyn Monroe on the cover of his magazine, "George", with the heading, "Happy Birthday, Mr. President", which Marilyn Monroe sang to his father at the now-infamous 19 May 1962 Birthday Salute to President John F. Kennedy. (September 1996).
She was, at seven years old, the youngest person ever to host. She was the Guest Host for "Saturday Night Live" (1975) when viewers voted that Andy Kaufman would never be allowed to return to the show.
On October 10, 2009, she became the most frequent reoccurring female host of "Saturday Night Live" (1975), to date, hosting for her 6th time.
As a child, she auditioned for the role of Carol Ann in Poltergeist (1982).
Listed as one of twelve "Promising New Actors of 1984" in John Willis' Screen World, Vol. 36. 
1990 at the time completing her autobiographic book titled "Little Girl Lost" she was 14.
During a 1995 appearance on "Late Show with David Letterman" (1993), Barrymore shocked the normally unflappable host by climbing onto his desk and flashing him (but with her back to the camera) for his birthday.
Her first of two impulsive marriages was to Welsh-born Jeremy Thomas, who was a Los Angeles barkeep. They had known each other only six weeks before they married, which was decided within hours one night. The impromptu setting was at Thomas' bar, "The Room," on Cahuenga Boulevard, shortly after 5:00 a.m, on March 20, 1994. Supposedly both were sober. The minister was a clairvoyant from a psychic hot line who arrived within a half an hour after being paged.
Steven Spielberg gave her a quilt for her birthday with a note "Cover yourself up". Enclosed was a copy of the January 1995 issue of Playboy Magazine for which she posed nude, with the pictures altered by Spielberg's art department so that she appeared fully clothed.
Was offered the leading part of Nomi Malone in Showgirls (1995), but turned it down because she felt uncomfortable with the explicit nudity displayed in the script.
Originally offered the lead role in Scream (1996) but chose to play Casey Becker because she thought it would be more fun.
During an appearance on "The Rosie O'Donnell Show" (1996), she said that she never watches any of the movies she stars in.
Has starred alongside Adam Sandler in two movies: The Wedding Singer (1998) and 50 First Dates (2004).
Was in consideration for the role of Brandon Teena in Boys Don't Cry (1999). However Hilary Swank, who went on to win the Best Actress Oscar for her performance, was cast instead.
Best friends with Cameron Diaz since Charlie's Angels (2000). Both Cameron and Drew are huge fans of the rock group Ratt.
Began a relationship with Tom Green in February 2000, before getting engaged to him in July 2000. They married on 7 July 2001, but separated in December 2001 after just five months of marriage. Their divorce was finalized in October 2002.
Her $3-million Beverly Hills mansion caught fire while she and fiance Tom Green were inside sleeping. The couple made it safely out, but the house was ruined. [February 2001]
Married Tom Green twice: first eloping to the South Pacific in March 2001, then on July 7, 2001 before family and friends in a ceremony in Malibu, California. She and Tom Green then honeymooned in Ireland.
Auditioned for the role of Satine in Moulin Rouge! (2001). However Nicole Kidman, who went on to receive a Best Actress Oscar nomination for her performance, was cast instead.
Was in a long-term relationship with The Strokes drummer, Fabrizio Moretti (June 2002-December 2006).
EdenPark, a punk band from York, Pennsylvania, recorded a song called "Barry Loves Drew Barrymore" on their limited edition, 2002 vinyl release, "Journey To The Center Of Skull Mountain.".
Ranked #61 in Premiere's 2002 annual Power 100 List.
Is a huge fan of The Beach Boys and appeared in their music video, "Rock and Roll To The Rescue" as well as singing "Wouldn't It Be Nice" in the film 50 First Dates (2004). Other favorite musicians include The Beatles, Daft Punk, Lauryn Hill, Coldplay Ratt and Beck.
Was in consideration for the role of Sandra Dee in Beyond the Sea (2004), but Kate Bosworth was cast instead.
3 February 2004: Got a star on the Hollywood Walk of Fame, joining her famous relatives Ethel Barrymore, John Barrymore and Lionel Barrymore as recipients of that honour.
When she found out that a 23-year-old girl wanted to be on MTV's "I Want a Famous Face" (2004) and have cosmetic surgery to look like her, she contacted the girl and successfully convinced her to not have the surgery.
Was ranked #3 in E's 50 cutest child stars all grown-up. (2005).
Currently (2005) lives part time in Hollywood Hills, and part time in Mahattan, New York.
Became a Boston Red Sox fan during the filming of the movie Fever Pitch (2005).
Was named as an Ambassador Against Hunger for the United Nations World Food Program. 
Was in a relationship with Justin Long twice. Their first relationship lasted from August 2007 until July 2008, and then in June 2009 they reconciled following a trip to Disneyland. They began living together in August 2009 but later broke up in November 2009.
Ranked #40 on the Maxim magazine Hot 100 of 2008 list.
Referenced by name in the movie Monkeyshine (2008).
Was named "Stonette of the Year" by High Times magazine in 2010 (for her performance in Going the Distance (2010)).
Confirmed her engagement to art consultant Will Kopelman, whom she has been in a relationship with since February 2011, after he proposed to her with a colorless 4-carat diamond engagement ring on vacation in Sun Valley, Idaho (5 January 2012).