Movies Similar to The Christmas Letter

The Apartment(1960)

Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

8.2

About a Boy(2002)

Will Freeman is a good-looking, smooth-talking bachelor whose primary goal in life is avoiding any kind of responsibility. But when he invents an imaginary son in order to meet attractive single moms, Will gets a hilarious lesson about life from a bright, but hopelessly geeky 12-year-old named Marcus. Now, as Will struggles to teach Marcus the art of being cool, Marcus teaches Will that you're never too old to grow up.

6.7

Willy Wonka & the Chocolate Factory(1971)

When eccentric candy man Willy Wonka promises a lifetime supply of sweets and a tour of his chocolate factory to five lucky kids, penniless Charlie Bucket seeks the golden ticket that will make him a winner.

7.5

Brazil(1985)

Low-level bureaucrat Sam Lowry escapes the monotony of his day-to-day life through a recurring daydream of himself as a virtuous hero saving a beautiful damsel. Investigating a case that led to the wrongful arrest and eventual death of an innocent man instead of wanted terrorist Harry Tuttle, he meets the woman from his daydream, and in trying to help her gets caught in a web of mistaken identities, mindless bureaucracy and lies.

7.7

Billy Elliot(2000)

County Durham, England, 1984. The miners' strike has started and the police have started coming up from Bethnal Green, starting a class war with the lower classes suffering. Caught in the middle of the conflict is 11-year old Billy Elliot, who, after leaving his boxing club for the day, stumbles upon a ballet class and finds out that he's naturally talented. He practices with his teacher Mrs. Wilkinson for an upcoming audition in Newcastle-upon Tyne for the royal Ballet school in London.

7.6

The Santa Clause 2(2002)

Better watch out! The big guy in red is coming to town once again. This time, Scott Calvin -- also known as Santa Claus -- finds out there's an obscure clause in his contract requiring him to take on a wife. He has to leave the North Pole to fulfill his obligations, or else he'll be forced to give up his Yuletide gig.

6.0

Christmas Plus One(2022)

When sisters Cara and Amy make a pact to find their soulmates by next Christmas, they’re not expecting to be so successful! One year later, Amy’s winter wedding approaches and Cara finally finds her own perfect man, inviting him as her plus one. But after immediately losing his number, all hope is lost. Will she find him in time to make her Christmas wish come true? Or does love have other plans for Cara?

6.3

How the Grinch Stole Christmas(2000)

The Grinch decides to rob Whoville of Christmas - but a dash of kindness from little Cindy Lou Who and her family may be enough to melt his heart...

6.8

Go(1999)

A supermarket clerk decides to step in for an absent drug dealer, setting off an explosive, comedic chain of events.

7.0

The Nightmare Before Christmas(1993)

Tired of scaring humans every October 31 with the same old bag of tricks, Jack Skellington, the spindly king of Halloween Town, kidnaps Santa Claus and plans to deliver shrunken heads and other ghoulish gifts to children on Christmas morning. But as Christmas approaches, Jack's rag-doll girlfriend, Sally, tries to foil his misguided plans.

7.8

Coupled Up for Christmas(2023)

This was supposed to be the Christmas Tiffany finally gets reunited with her long-time crush Brett– but when she finds out he has a serious girlfriend, who is just perfect, she is devastated. Tiffany hatches a plan with a recently heartbroken Peter, to win back the affection of their respective soulmates by pretending to be a couple in love, but soon realise that they have more in common than they ever realised… Tiffany might just find love this Christmas after all.

7.1

You've Got Mail(1998)

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

6.7

Jingle Jangle: A Christmas Journey(2020)

An imaginary world comes to life in a holiday tale of an eccentric toymaker, his adventurous granddaughter, and a magical invention that has the power to change their lives forever.

6.6

Single All the Way(2021)

Desperate to avoid his family’s judgment about his perpetual single status, Peter convinces his best friend Nick to join him for the holidays and pretend that they’re now in a relationship. But when Peter’s mother sets him up on a blind date with her handsome trainer James, the plan goes awry.

6.5

Two Turtle Doves(2019)

Dr. Sharon Hayes searches for a beloved family heirloom in a small Christmas town. When she unexpectedly discovers an adorable little girl and her disheartened father, she realizes that Christmas miracles really do happen.

6.9

Christmas in Rome(2019)

An independent-minded American tour guide is fired from her job in Rome just before Christmas. She crosses paths with an American executive named Oliver, who wants to buy a high-end Italian ceramics company. Oliver hires Angela to be his tour guide around the Eternal City, as the owner of the ceramics company won’t sell it to him until he learns “the heart and soul of Rome.” But is there another heart and soul that he may win?

6.7

Picture a Perfect Christmas(2019)

A Los Angeles extreme-sports photographer returns home for the holiday to take care of her grandmother, only to have a neighbor grab her attention as he needs assistance watching his young nephew.

6.5

National Lampoon’s Christmas Vacation 2: Cousin Eddie’s Island Adventure(2003)

Though Eddie's fired right at Christmastime, his boss sends him and his family on a South Pacific vacation, hoping Eddie won't sue him after being bitten by a lab monkey. When the Tuttle family winds up trapped on a tropical island, however, Eddie manages to provide for everyone and prove himself a real man.

4.0

How to Fall in Love by Christmas(2023)

A beloved writer-turned-CEO of her own Goop-like lifestyle brand, Prism, must secure a partnership with Singled Out to save her company, but the only way to appease them is for her to write a column on falling in love by Christmas with the help of the charming and handsome photographer who has been assigned to the piece.

5.8

A Holiday Spectacular(2022)

Set in 1958, follows Maggie who sneaks up to New York City to make her secret dream come true: dancing live on stage in the Christmas Spectacular at Radio City Music Hall, putting her high-society wedding plans on hold.

6.0