Pee-wee’s Playhouse Christmas Special

When
Sunday, Dec. 21, 2025
Daily, Times vary
Cost: Starting at $5.00
Where
3530 SE Division St
Portland, OR 97202

The following description was submitted by the event organizer.

If you love Christmas, then why don’t you merry it?! Ring in the season with Tomorrow Theater’s annual holiday tradition: the Pee-wee’s Playhouse Christmas Special on the big screen. Packed with guest stars, queer icons, music, and Pee-wee’s signature kooky cheer, this yuletide classic is pure joy.

ON SCREEN: Pee-wee’s Playhouse Christmas Special

1988. Directed by Wayne Orr and Paul Reubens. Runtime: 49 minutes. Rated PG.

Pee-wee Herman and pals are celebrating Christmas in the Playhouse in their own creative ways: Pee-wee makes a list for Santa Claus 1 1/2 miles long, teaches Little Richard how to ice skate, goes for a sleigh ride with Magic Johnson, commands Frankie Avalon and Annette Funicello to make Christmas cards, receives a long phone call from Dinah Shore, even has more musical fun with k.d. lang, the Del Rubio Triplets and Charo. Finally, Big Red arrives and announces that Pee-wee’s Christmas list was so big, he didn’t have enough presents for all the children of the world. Will Pee-wee follow his own advice and help others?

Upcoming Dates & Times

Sunday, Dec. 21
3 p.m.–4 p.m.
Sunday, Dec. 21
5 p.m.–6 p.m.
Sunday, Dec. 21
7 p.m.–8 p.m.