Best Date Night Flicks

Check out this list of great date night movies.

It can be difficult to find date night movies that appeal to both guys and girls, but a few stand out. These films are romantic in a way that isn't sappy or pretentious while at the same time offering plenty of laughs, likable characters and compelling storylines. Here are best date movies of the last two decades.


In this 2005 comedy, Will Smith stars as the title character, a professional date doctor who helps guys win over women. The smooth, charming Hitch is thrown off his game when he meets a smart and gorgeous gossip columnist played by Eva Mendes.

Just Go with It

Adam Sandler and Jennifer Aniston star in this 2011 remake of the classic comedy Cactus Flower. The farcical movie revolves around a playboy doctor who decides to settle down with a much younger woman (Brooklyn Decker), and convinces his nurse to pose as his estranged wife to cover up an embarrassing lie.

The Wedding Singer

Another popular Adam Sandler film is 1998's film The Wedding Singer, about a struggling singer/songwriter who tries to win the heart of a waitress (Drew Barrymore) away from her wealthy but deceitful boyfriend.

What Happens in Vegas

Newly fired under-achiever Jack and ambitious but broken-hearted Joy meet on a trip to Las Vegas and have an unforgettable fling, which includes a drunken wedding. Things get complicated when the incompatible couple win the lottery in this 2011 comedy starring Ashton Kutcher and Cameron Diaz.

Addicted to Love

In this offbeat 1997 comedy, Sam (Matthew Broderick) and Maggie (Meg Ryan) join forces in an unconventional plot involving former lovers who are now a couple. Sam is determined to win back his girlfriend, while Maggie just wants revenge.

10 Things I Hate About You

This 1999 coming of age classic, starring Julia Stiles, Heath Ledger, Joseph Gordon-Levitt and Larisa Oleynik, has become almost as well-loved as the Shakespearean play The Taming of the Shrew, which inspired the plotline.

The Intern

Robert De Niro stars as Ben, a bored retiree who goes back to work as a senior intern at a fashion website owned by the young super-modern Jules (Anne Hathaway), in this funny and meaningful 2015 comedy about life, love and friendship.

Forgetting Sarah Marshall

Jason Segal, Kristen Bell and Paul Rudd star in this popular 2008 comedy drama about a guy who travels to Hawaii to get over a recent break-up, only to be confronted with his TV star ex-girlfriend and her new boyfriend, who happen to be staying at the same resort.

Fever Pitch

In this 2005 hit comedy, Lindsay (Drew Barrymore) may have found her "Mr. Right" in Ben (Jimmy Fallon), but she's got competition—the Boston Red Sox, with whom Ben is totally obsessed.

Date Night

Married couple Phil (Steve Carell) and Claire (Tina Fey) get more than they bargained for when they try to have an exciting, romantic night out in this 2010 action-adventure comedy about mistaken identity.

Photo Credit: Getty Images // Thinkstock

Topics: NEWS