Movies Like Pee-wee's Playhouse Christmas Special

If you liked Pee-wee's Playhouse Christmas Special (1988), a family and comedy movie directed by Paul Reubens and Wayne Orr, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Merry Christmas, Drake & Josh (2008)
★ 7.3/10Also comedy and family
Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.
2
Candy Cane Lane (2023)
★ 6/10Also comedy and family
Determined to win the neighborhood's annual Christmas decorating contest, family man Chris makes a pact with an elf to help him out-do the competition. However, the elf casts a spell bringing the twelve days of…
3
Dolly Parton's Christmas on the Square (2020)
★ 5.9/10Also comedy and family
A rich and nasty woman returns to her hometown to evict everyone but discovers the true meaning of Christmas thanks to the local townsfolk – and an actual angel. Features 14 original songs with music and lyrics by…
4
Magic Stocking (2015)
★ 6.5/10Also family and tv movie
A young widow finds a tattered old Christmas stocking at a Holiday craft sale, but is skeptical of its magic when it seems to create small trinkets on its own.
5
Bah, Humduck!: A Looney Tunes Christmas (2006)
★ 7.1/10Also comedy and family
In this adaptation of Charles Dickens' A Christmas Carol, Daffy Duck is the greedy proprietor of the Lucky Duck Mega-Mart and all he can think about is the money to be made during the holiday season.
6
Click & Collect (2018)
★ 6.6/10Also comedy and tv movie
To save his daughter's Christmas, Andrew goes on a road trip with Dev, his neighbour from hell, to buy an elusive Sparklehoof the Unicorn Princess.
7
To Grandmother's House We Go (1992)
★ 6.5/10Also family and comedy
When precocious twins Sarah and Julie feel like Mom is tired of them, they take off on an exciting adventure to their grandmother's house and encounter a pair of villains along the way.
8
Kristin's Christmas Past (2013)
★ 5.9/10Also tv movie and comedy
Kristin, a cynical 34-year-old, drinks a mysterious champagne on Christmas Eve and wakes up seventeen years in the past, sharing a room with her 17-year-old self. Given the chance to change the worst Christmas of her…
9
Mickey's Magical Christmas: Snowed in at the House of Mouse (2001)
★ 7/10Also family and comedy
When a huge snowstorm leaves everyone stranded, Mickey and all of his guests at the House of Mouse, including Pooh, Belle, Snow White, Cinderella, Ariel and many more of his old and new friends, break out the cookies…
10
A Christmas Story Christmas (2022)
★ 6.3/10Also comedy and family
Follows Ralphie, now adult, who returns to the house on Cleveland Street to give his kids a magical Christmas like the one he had as a child, reconnecting with childhood friends, and reconciling the passing of his Old…
11
Mickey and Minnie Wish Upon a Christmas (2021)
★ 7/10Also tv movie and comedy
After a series of mishaps, Mickey, Minnie and the gang are separated all over the world and must try to get back to Hot Dog Hills by Christmas Eve. A mysterious and jolly stranger shows up to tell them about The…
12
A Charlie Brown Christmas (1965)
★ 7.7/10Also family and comedy
When Charlie Brown complains about the overwhelming materialism that he sees amongst everyone during the Christmas season, Lucy suggests that he become director of the school Christmas pageant. Charlie Brown accepts…
13
Beethoven's Christmas Adventure (2011)
★ 6/10Also family and comedy
A Christmas elf accidentally takes off in Santa's sleigh, crash lands in a small town, and loses the magic toy bag. Beethoven must rescue the elf, recover the bag from greedy crooks, and return the sleigh to Santa in…
14
A Scooby-Doo! Christmas (2002)
★ 8.2/10Also family and comedy
On the way to Daphne's relatives' condominium, the Mystery Inc. gang detours through the town of Winter Hollow, where the vengeful Headless Snowman has destroyed the town's Christmas spirit.
15
A Flintstones Christmas Carol (1994)
★ 6.8/10Also comedy and family
Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.
16
Charlie Brown's Christmas Tales (2002)
★ 6.5/10Also comedy and family
Tis the season for the cheer and charm of the Peanuts kids - and this delight special offers five segments full of unforgettable moments. Snoopy works as a bell-ringer to raise money and tries making peace with the…
17
Scooby-Doo! Haunted Holidays (2012)
★ 8.1/10Also comedy and family
Scooby-Doo and the gang participate in a toy store's holiday parade where they discover the abandoned haunted clock tower with a troubled past. A sinister snowman haunts the streets and accompanied with a large…
18
It's Christmastime Again, Charlie Brown (1992)
★ 6.2/10Also tv movie and family
As the holiday season rolls around and all the Peanuts gang are getting ready for it. Whether it be Charlie Brown struggling to raise money for his girlfriend or Sally and Peppermint Patty struggling to rehearse and…
19
Casper Meets Wendy (1998)
★ 5.9/10Also family and comedy
When a warlock threatens Wendy the Good Little Witch, she and her aunts hide out at a resort where Casper the Ghost is vacationing with his uncles. Although Casper and Wendy are told ghosts and witches don't get along…
20
I Want a Dog for Christmas, Charlie Brown (2003)
★ 5.9/10Also comedy and family
All Rerun wants from Santa is a dog, but his mother won't let him have one. Spending time with Snoopy provides the perfect pick-me-up. But when Snoopy gets too busy to play with Rerun, they call in a…