Movies Similar to Christmas at Cadillac Jack's

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

Edward Scissorhands(1990)

A small suburban town receives a visit from a castaway unfinished science experiment named Edward.

7.7

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

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

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

The Road Home for Christmas(2019)

Two rival musicians, Lindsay and Wes who perform in a dueling piano show, suddenly find themselves without a gig on Christmas Eve and decide to road trip to their neighboring hometowns together.

5.9

Radio Christmas(2019)

When her Philadelphia radio station is closed for repairs during the holidays, DJ Kara Porter is forced to broadcast from the small town of Bethlehem.

6.2

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

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

A Country Christmas Harmony(2022)

Follows Luke and Chrissy, a former country music duo and ex-sweethearts who run into each other years later after Chrissy disappeared on Luke, but now they realize they can only survive the holidays with the other one's help.

5.5

Boiling Point(2021)

A head chef balances multiple personal and professional crises at a popular restaurant in London.

7.2

Little Women(1994)

With their father away as a chaplain in the Civil War, Jo, Meg, Beth and Amy grow up with their mother in somewhat reduced circumstances. They are a close family who inevitably have their squabbles and tragedies. But the bond holds even when, later, male friends start to become a part of the household.

7.3

Babe(1995)

Babe is a little pig who doesn't quite know his place in the world. With a bunch of odd friends, like Ferdinand the duck who thinks he is a rooster and Fly the dog he calls mum, Babe realises that he has the makings to become the greatest sheep pig of all time, and Farmer Hoggett knows it. With the help of the sheep dogs, Babe learns that a pig can be anything that he wants to be.

6.2

Jack Frost(1998)

A father, who can't keep his promises, dies in a car accident. One year later, he returns as a snowman, who has the final chance to put things right with his son before he is gone forever.

6.0

Silent Night, Lonely Night(1969)

Over the Christmas holidays in a small New England college town, a man and a woman share a brief interlude. He is there to visit his wife, who is a mental patient at the university, and she is there visiting her son, who is a student, after discovering her husband's infidelity.

10.0

Deck the Halls(2006)

Determined to unseat Steve Finch's reign as the town's holiday season king, Buddy Hall plasters his house with so many decorative lights that it'll be visible from space! When their wives bond, and their kids follow suit, the two men only escalate their rivalry - and their decorating.

5.6